CN104098714B - The treatment process of the failed test sample of a kind of Iron Dextran - Google Patents
The treatment process of the failed test sample of a kind of Iron Dextran Download PDFInfo
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- CN104098714B CN104098714B CN201310121090.5A CN201310121090A CN104098714B CN 104098714 B CN104098714 B CN 104098714B CN 201310121090 A CN201310121090 A CN 201310121090A CN 104098714 B CN104098714 B CN 104098714B
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- test sample
- iron dextran
- failed test
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- 238000000034 method Methods 0.000 title claims abstract description 44
- 238000012360 testing method Methods 0.000 title claims abstract description 40
- MVZXTUSAYBWAAM-UHFFFAOYSA-N iron;sulfuric acid Chemical compound [Fe].OS(O)(=O)=O MVZXTUSAYBWAAM-UHFFFAOYSA-N 0.000 title claims abstract description 39
- 230000008569 process Effects 0.000 title claims abstract description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 30
- 239000000047 product Substances 0.000 claims abstract description 26
- 239000000706 filtrate Substances 0.000 claims abstract description 23
- 239000012065 filter cake Substances 0.000 claims abstract description 20
- 239000000243 solution Substances 0.000 claims abstract description 17
- 239000012043 crude product Substances 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 13
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- 238000004458 analytical method Methods 0.000 claims abstract description 6
- 238000001953 recrystallisation Methods 0.000 claims abstract description 6
- 238000001914 filtration Methods 0.000 claims abstract description 5
- 238000001035 drying Methods 0.000 claims abstract description 3
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 3
- 238000005374 membrane filtration Methods 0.000 claims abstract description 3
- 238000004090 dissolution Methods 0.000 claims abstract 2
- 239000012265 solid product Substances 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000002203 pretreatment Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract description 44
- 229910052742 iron Inorganic materials 0.000 abstract description 22
- 238000005516 engineering process Methods 0.000 abstract description 4
- 230000002950 deficient Effects 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 8
- 229920002307 Dextran Polymers 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 208000007502 anemia Diseases 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 241000370738 Chlorion Species 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 101000993059 Homo sapiens Hereditary hemochromatosis protein Proteins 0.000 description 1
- 206010025476 Malabsorption Diseases 0.000 description 1
- 208000004155 Malabsorption Syndromes Diseases 0.000 description 1
- 208000036626 Mental retardation Diseases 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 208000002173 dizziness Diseases 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 229940029416 iron-dextran complex Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to the industrial production technology of a kind of Iron Dextran with good aqueous solubility, described method is specially adapted to the process of defective Iron Dextran. The present invention provides and a kind of comprises the steps: sample dissolution, filtration to the treatment process of iron level or water-soluble Iron Dextran failed test sample not up to standard, carries out membrane filtration to remove inorganic salt after removing insolubles, then, and dewatered drying; Products therefrom suitable quantity of water is clearly molten, then drips and add a certain proportion of ferric sesquichloride aqueous solution and aqueous sodium hydroxide solution, and the pH controlling solution is 2-3, and temperature is 90-100 DEG C; Filtered while hot, cools to 45-55 DEG C by filtrate, adds ethanol in proper amount, and analysis is brilliant, takes out filter after leaving standstill, and filter cake is pulled an oar with ethanol rinse, is filtered dry, and gained filter cake is dried and obtained crude product; By crude product with suitable quantity of water heating for dissolving, filtering, filtrate adds ethanol, and recrystallization filters, dries, and obtains product. The process product rate of the present invention can reach 90%, has extremely high industrial applications and is worth.
Description
Technical field
The present invention relates to a kind of industrialization treating hypoferric anemia medicine, particularly relate to the treatment process of a kind of Iron Dextran failed test sample.
Background technology
Hypoferric anemia (IDA, irondeficientanemia) is the most common anaemia. When iron increases and deficiency taken in by iron, iron malabsorption, iron loss too much all can cause hypoferric anemia (IDA), patient may have weak, the easy symptom such as tired, dizzy, upgrowth and development of children is slow, mental retardation, easy infection, should actively prevent and treat. And the choice drug of hypoferric anemia (IDA) treated just by Iron Dextran.
Iron Dextran (IronDextran) is a kind of compound obtained by ironic hydroxide (B) complexing of dextran (A) and status nascendi, and its chemical structure is with reference to as follows:
Although the synthesis technique of Iron Dextran has document patent report, but industrialization sample usually has water-soluble good or iron level is not up to standard, therefore how to process the problem that these substandard products are comparatively reality, this is had no and studies have reported that. These substandard products, first it is the 36wt% that its iron-holder can not reach States Pharmacopoeia specifications, next is most of water-soluble undesirable, this is relevant with the singularity of carbohydrate chemistry reaction, because the reaction soln preparing Iron Dextran most likely abnormal sticky thick phenomenon occurs dripping to add in process, the reaction system of homogeneous phase does not very easily cause the defective of product like this. Therefore, these substandard products are treated as qualified product, will greatly improve the utilization ratio of sugar acid anhydride raw material, reduce production cost.
As an important benefit iron medicine, its quality is directly connected to the life and health of people. For this reason, in the process of the synthesising process research of Iron Dextran, the necessary internal control quality standard setting up product, makes it to meet every requirement of pharmacopeia, thus obtains real reliable bulk drug.
Summary of the invention
The shortcoming of prior art in view of the above, it is an object of the invention to provide the treatment process of the failed test sample of a kind of Iron Dextran, for solving the problems of the prior art.
Inventor prepares on the basis of Iron Dextran in laboratory, to the parameters in synthesis technique, comprises raw material dosage, temperature, pH, the reaction times etc. are optimized and improve, determine amplification production technique, further provide a set of feasible failed test sample processing scheme.
First aspect present invention provides the treatment process of a kind of failed test sample to Iron Dextran water-soluble or that iron level is not up to standard, comprises the steps:
1) failed test sample being carried out pre-treatment: dissolved by failed test sample, filter, carry out membrane filtration to remove inorganic salt after removing insolubles, then dewatered drying obtains solid;
2) by clearly molten for step 1 gained solid product suitable quantity of water, then dripping and add a certain proportion of ferric sesquichloride aqueous solution and aqueous sodium hydroxide solution, and the pH controlling solution is 2-3, temperature is 90-100 DEG C;
3) filtered while hot, cools to 45-55 DEG C by filtrate, adds ethanol in proper amount in filtrate, and analysis is brilliant, takes out filter after leaving standstill, and filter cake is pulled an oar with ethanol rinse, is filtered dry, and gained filter cake is dried and obtained crude product;
4) by step 3 gained crude product with suitable quantity of water heating for dissolving, filtering, filtrate adds ethanol, and recrystallization filters, and dries, obtains product.
Solvent used when dissolving in described step 1 is appropriate water.
The salt in failed test sample and moisture content are mainly removed in the effect of described step 1, obtain solid product after oven dry.
Preferably, in described step 2, during dissolving, the mass ratio of water and step 1 gained solid product is 2-5:1.
Preferably, in described step 2, the concentration of aqueous sodium hydroxide solution is 25-30wt%, and the mass ratio of described step 1 gained solid product and aqueous sodium hydroxide solution is 1:30-35.
Preferably, in described step 2, the concentration of the ferric sesquichloride aqueous solution is 40-60wt%, and the mass ratio of described step 1 gained solid product and the ferric sesquichloride aqueous solution is 1:30-35.
Preferably, described step 2 drips that to add the time be 3-5h, insulation reaction 1.5h again after dropwising.
Preferably, the alcohol concn >=95wt% used in described step 3.
Preferably, in described step 3, in filtrate, the add-on of ethanol and the mass ratio of step 1 gained solid product are 2.5:1.
Preferably, in described step 3, the amount of ethanol used is pulled an oar in drip washing and the mass ratio of step 1 gained solid product is 1:1.
Preferably, in described step 3, the bake out temperature of filter cake is 75 DEG C.
Preferably, in described step 4, the amount of water and the mass ratio of step 1 gained solid product that use during dissolving crude product are 1:1.
Preferably, the alcohol concn >=95wt% used in described step 4.
Preferably, in described step 4, in filtrate, the add-on of ethanol and the mass ratio of step 1 gained solid product are 2.5:1.
Preferably, in described step 4, the amount of ethanol used is pulled an oar in drip washing and the mass ratio of step 1 gained solid product is 1:1.
Preferably, in described step 4, the bake out temperature of filter cake is 75 DEG C.
Preferably, in described step 4, the filtrate taking out filter gained after leaving standstill can process to improve receipts rate further, by crossing film except salt, dries except water. Use suitable quantity of water heating for dissolving again, filter, dry except namely water obtain qualified product.
The treatment process of Iron Dextran failed test sample provided by the present invention, it is for taking dextran as raw material, prepare in Iron Dextran process the failed test sample produced, described taking dextran be raw material prepare the synthetic route of Iron Dextran and condition as follows:
As above shown in formula, temperature of reaction is 90-100 degree, and the reaction times is 1.5h, and the pH of reaction system is 2-3. In addition, the mass ratio of ferric sesquichloride and dextran is 3-6:1.
Preferably, in described Iron Dextran failed test sample containing iron level be 30��35wt%.
The treatment process of the failed test sample of Iron Dextran provided by the present invention, the process product rate of unacceptable product up to 85-90%, can be had extremely high industrial utilization by it.
Second aspect present invention provides the treatment process of the failed test sample of described Iron Dextran in the application of Iron Dextran preparation field.
In Iron Dextran preparation process, drip add ferric sesquichloride time reaction solution in form complex compound, but sometimes due to the slight change of substrate difference and reaction conditions, even if further of gained iron-dextran complex compound adds ferric sesquichloride and also also cannot promote iron-holder again, and the situation that products therefrom chlorion exceeds standard can be caused, i.e. Iron Dextran failed test sample. And the treatment process of the failed test sample of Iron Dextran provided by the present invention, these failed test sample iron levels can be increased to more than the 38wt% of product requirement, all the other every indexs all reach requirement, the defective Iron Dextran that efficient recovery Iron Dextran produces in process of production, the waste of raw material can be avoided, also make production cost have guarantee, and provide the production thinking producing high Fe content Iron Dextran.
Embodiment
Below by way of specific specific examples, embodiments of the present invention being described, those skilled in the art the content disclosed by this specification sheets can understand other advantages and effect of the present invention easily. The present invention can also be implemented by embodiments different in addition or be applied, and the every details in this specification sheets based on different viewpoints and application, can also carry out various modification or change under the spirit not deviating from the present invention.
Notice, in the following example, concrete dated processing unit or device all adopt the conventional equipment in this area or device; All force value and scope all refer to absolute pressure.
In addition it will be understood that the one or more method stepss mentioned in the present invention do not repel can also there is additive method step before and after described combination step or can also insert additive method step between these steps clearly mentioned, unless otherwise explanation; Will also be understood that, the relation that is connected between the one or more equipment/devices mentioned in the present invention is not repelled and can also be there are other equipment/devices before and after described clustered aggregates/device or can also insert other equipment/devices between these two equipment/devices clearly mentioned, unless otherwise explanation. And, unless otherwise explanation, the numbering of various method steps is only the convenient tool differentiating various method steps, but not for limiting the ordering of various method steps or limit the enforceable scope of the present invention, the change of its relative relation or adjustment, when changing technology contents without essence, when being also considered as the enforceable category of the present invention.
Various raw material and reagent all purchased from commercial supplier, without being further purified, unless otherwise explanation. The raw material of moisture-sensitive and reagent are all deposited in hermetically sealed bottle, and directly use, all without special processing.
As used throughout the specification, following abbreviation has following implication, unless obviously referred else in literary composition: DEG C=degree Celsius; Kg=kilogram; Min=minute; H=hour.
Embodiment 1
It is that the dextran iron sample of 33wt% carries out mending dripping and adds process to iron level:
By liquid state failed test sample at the first filter paper of solution phase, after film except salt, dry except water. Use suitable quantity of water heating for dissolving again, filter, then dry except water, obtain solid-state failed test sample. In the 500L reactor of cleaning, add 20kg water, then add the solid-state failed test sample of 5kg, be warmed up to 90 DEG C, make system clearly molten. Start to drip and add the ferric sesquichloride aqueous solution of the 168kg50wt% prepared and the aqueous sodium hydroxide solution of 162kg25wt%, control pH2-3, temperature 90-100 DEG C. After 4h dropwises, insulation reaction 1.5h. Filtered while hot paper, cools to about 50 DEG C by filtrate. Get 100ml filtrate, and the 95wt% ethanol analysis adding 12.5g wherein is brilliant, leaves standstill 25min, takes out filter, filter cake 5g95wt% ethanol rinse is pulled an oar, draining, filter cake obtains crude product in 75 degrees centigrade oven dry, by crude product 5g water heating for dissolving, filter, adding 12.5g95wt% ethanol in filtrate, recrystallization filters, and filter cake obtains product in 75 DEG C of oven dry. Detecting iron level at more than 38wt% by pharmacopeia, chlorion is qualified. Residual filtrate crosses film except salt, dries except water. Again by 5g water heating for dissolving, filter, then dry except namely water obtain product. Detect iron level at more than 38wt% by state-promulgated pharmacopoeia, detect chloride content at below 2.0wt% by state-promulgated pharmacopoeia. Two batches of products add up to, and taking described solid-state failed test sample as calculating standard, overall yield is 89%.
Embodiment 2
It is that the dextran iron sample of 35wt% carries out mending dripping and adds process to iron level:
By liquid state failed test sample at the first filter paper of solution phase, after film except salt, dry except water. Use suitable quantity of water heating for dissolving again, filter, then dry except water, obtain solid-state failed test sample. In the 500L reactor of cleaning, add 10kg water, then add the solid-state failed test sample of 5kg, be warmed up to 90 DEG C, make system clearly molten. Start to drip and add the ferric sesquichloride aqueous solution of the 150kg50wt% prepared and the aqueous sodium hydroxide solution of 150kg25wt%, control pH2-3, temperature 90-100 DEG C. After 3h dropwises, insulation reaction 1.5h. Filtered while hot paper, cools to about 50 DEG C by filtrate. Get 100ml filtrate, and the 95wt% ethanol analysis adding 12.5g wherein is brilliant, leaves standstill 25min, takes out filter, filter cake 5g95wt% ethanol rinse is pulled an oar, draining, filter cake obtains crude product in 75 degrees centigrade oven dry, by crude product 5g water heating for dissolving, filter, adding 12.5g95wt% ethanol in filtrate, recrystallization filters, and filter cake obtains product in 75 DEG C of oven dry. Detecting iron level at more than 38wt% by pharmacopeia, chlorion is qualified. Residual filtrate crosses film except salt, dries except water. Again by 5g water heating for dissolving, filter, then dry except namely water obtain product. Detect iron level at more than 38wt% by state-promulgated pharmacopoeia, detect chloride content at below 2.0wt% by state-promulgated pharmacopoeia. Two batches of products add up to, and taking described solid-state failed test sample as calculating standard, overall yield is 90%.
Embodiment 3
It is that the dextran iron sample of 30wt% carries out mending dripping and adds process to iron level:
By liquid state failed test sample at the first filter paper of solution phase, after film except salt, dry except water. Use suitable quantity of water heating for dissolving again, filter, then dry except water, obtain solid-state failed test sample. In the 500L reactor of cleaning, add 25kg water, then add the solid-state failed test sample of 5kg, be warmed up to 90 DEG C, make system clearly molten. Start to drip and add the ferric sesquichloride aqueous solution of the 175kg50wt% prepared and the aqueous sodium hydroxide solution of 175kg25wt%, control pH2-3, temperature 90-100 DEG C. After 5h dropwises, insulation reaction 1.5h. Filtered while hot paper, cools to about 50 DEG C by filtrate. Get 100ml filtrate, and the 95wt% ethanol analysis adding 12.5g wherein is brilliant, leaves standstill 25min, takes out filter, filter cake 5g95wt% ethanol rinse is pulled an oar, draining, filter cake obtains crude product in 75 degrees centigrade oven dry, by crude product 5g water heating for dissolving, filter, adding 12.5g95wt% ethanol in filtrate, recrystallization filters, and filter cake obtains product in 75 DEG C of oven dry. Detecting iron level at more than 38wt% by pharmacopeia, chlorion is qualified. Residual filtrate crosses film except salt, dries except water. Again by 5g water heating for dissolving, filter, then dry except namely water obtain product. Detect iron level at more than 38wt% by state-promulgated pharmacopoeia, detect chloride content at below 2.0wt% by state-promulgated pharmacopoeia. Two batches of products add up to, and taking described solid-state failed test sample as calculating standard, overall yield is 88%.
In sum, the present invention provides the unacceptable product process technology and tool high industrial utilization that have no report.
Above-described embodiment is the principle of illustrative the present invention and effect thereof only, but not for limiting the present invention. Above-described embodiment all under the spirit not running counter to the present invention and category, can be modified or change by any person skilled in the art scholar. Therefore, in art, tool usually intellectual, not departing under disclosed spirit and technological thought all the equivalence modifications completed or change, must be contained by the claim of the present invention such as.
Claims (10)
1. a treatment process for Iron Dextran failed test sample, comprises the steps:
1) pre-treatment of sample: by sample dissolution, filtration, carries out membrane filtration to remove inorganic salt after removing insolubles, then dewatered drying obtains solid;
2) by clearly molten for step 1 gained solid product suitable quantity of water, then dripping and add a certain proportion of ferric sesquichloride aqueous solution and aqueous sodium hydroxide solution, and the pH controlling solution is 2-3, temperature is 90-100 DEG C;
3) filtered while hot, cools to 45-55 DEG C by filtrate, adds ethanol in proper amount in filtrate, and analysis is brilliant, takes out filter after leaving standstill, and filter cake is pulled an oar with ethanol rinse, is filtered dry, and gained filter cake is dried and obtained crude product;
4) by step 3 gained crude product with suitable quantity of water heating for dissolving, filtering, filtrate adds ethanol, and recrystallization filters, and filter cake is dried, and obtains product.
2. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, in described step 2, during dissolving, the mass ratio of water and step 1 gained solid product is 2-5:1.
3. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterized in that, in described step 2, the concentration of aqueous sodium hydroxide solution is 25-30wt%, and the mass ratio of described step 1 gained solid product and aqueous sodium hydroxide solution is 1:30-35.
4. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterized in that, in described step 2, the concentration of the ferric sesquichloride aqueous solution is 40-60wt%, and the mass ratio of described step 1 gained solid product and the ferric sesquichloride aqueous solution is 1:30-35.
5. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, the alcohol concn >=95wt% used in described step 3.
6. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, in described step 3, the bake out temperature of filter cake is 75 DEG C.
7. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, in described step 4, the water used during dissolving crude product and the mass ratio 1:1 of step 1 gained solid product.
8. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, the alcohol concn >=95wt% used in described step 4.
9. the treatment process of a kind of Iron Dextran failed test sample as claimed in claim 1, it is characterised in that, in described step 4, the bake out temperature of filter cake is 75 DEG C.
10. the treatment process of Iron Dextran failed test sample as described in claim 1-9 any claim is in the application of Iron Dextran preparation field.
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| CN201310121090.5A CN104098714B (en) | 2013-04-09 | 2013-04-09 | The treatment process of the failed test sample of a kind of Iron Dextran |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5756715A (en) * | 1996-11-08 | 1998-05-26 | Abbott Laboratories | Process for making crystalline iron dextran |
| CN1353194A (en) * | 2000-11-02 | 2002-06-12 | 杨敏 | Process for preparing 20% dextral glycoanhydride iron |
| CN102250261A (en) * | 2010-12-07 | 2011-11-23 | 天津怀仁制药有限公司 | New method for producing iron dextran |
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2013
- 2013-04-09 CN CN201310121090.5A patent/CN104098714B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5756715A (en) * | 1996-11-08 | 1998-05-26 | Abbott Laboratories | Process for making crystalline iron dextran |
| CN1353194A (en) * | 2000-11-02 | 2002-06-12 | 杨敏 | Process for preparing 20% dextral glycoanhydride iron |
| CN102250261A (en) * | 2010-12-07 | 2011-11-23 | 天津怀仁制药有限公司 | New method for producing iron dextran |
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| CN104098714A (en) | 2014-10-15 |
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