DE2400421A1 - Derivate des adenins - Google Patents

Derivate des adenins

Info

Publication number: DE2400421A1
Authority: DE; Germany
Prior art keywords: adenine; general formula; derivatives; arylpiperazine; preparation
Prior art date: 1974-01-05
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

DE2400421A

Other languages

German (de)

English (en)

Inventor

Walter-Gunar Dr Rer Nat Friebe

Androniki Dr Med Roesch

Egon Dr Med Roesch

Kurt Dr Ing Stach

Max Dr Rer Nat Thiel

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Roche Diagnostics GmbH

Original Assignee

Boehringer Mannheim GmbH

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1974-01-05

Filing date

1974-01-05

Publication date

1975-07-17

1974-01-05 Application filed by Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH

1974-01-05 Priority to DE2400421A priority Critical patent/DE2400421A1/de

1974-12-20 Priority to BG028618A priority patent/BG26199A3/xx

1974-12-23 Priority to CA216,879A priority patent/CA1018159A/en

1974-12-25 Priority to JP50004213A priority patent/JPS50116490A/ja

1974-12-30 Priority to DK690474A priority patent/DK132433C/da

1974-12-30 Priority to NL7416997A priority patent/NL7416997A/xx

1974-12-30 Priority to ES433453A priority patent/ES433453A1/es

1974-12-30 Priority to AR257163A priority patent/AR203134A1/es

1974-12-30 Priority to RO7481009A priority patent/RO66566A/ro

1974-12-30 Priority to FI3795/74A priority patent/FI379574A/fi

1974-12-31 Priority to AU77022/74A priority patent/AU479730B2/en

1974-12-31 Priority to GB5614674A priority patent/GB1435886A/en

1974-12-31 Priority to CH1740774A priority patent/CH594669A5/xx

1975-01-02 Priority to CS7500000038A priority patent/CS183779B2/cs

1975-01-02 Priority to DD183476A priority patent/DD117221A5/xx

1975-01-02 Priority to AT775*BA priority patent/AT334389B/de

1975-01-02 Priority to ZA00750006A priority patent/ZA756B/xx

1975-01-03 Priority to HUBO1529A priority patent/HU168906B/hu

1975-01-03 Priority to SE7500055A priority patent/SE7500055L/xx

1975-01-03 Priority to BE152122A priority patent/BE824073A/xx

1975-01-03 Priority to FR7500105A priority patent/FR2271826B1/fr

1975-01-03 Priority to SU7502092456A priority patent/SU567410A3/ru

1975-01-04 Priority to PL1975177149A priority patent/PL92422B1/zh

1975-07-17 Publication of DE2400421A1 publication Critical patent/DE2400421A1/de

Status Withdrawn legal-status Critical Current

Links

GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical class NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 title claims description 15
229960000643 adenine Drugs 0.000 claims description 16
229930024421 Adenine Natural products 0.000 claims description 15
150000003839 salts Chemical class 0.000 claims description 9
238000002360 preparation method Methods 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 3
238000000034 method Methods 0.000 claims description 3
150000007513 acids Chemical class 0.000 claims description 2
230000003266 anti-allergic effect Effects 0.000 claims description 2
239000000825 pharmaceutical preparation Substances 0.000 claims description 2
230000003501 anti-edematous effect Effects 0.000 claims 1
239000012059 conventional drug carrier Substances 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
230000002757 inflammatory effect Effects 0.000 claims 1
YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical class C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 claims 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
150000001875 compounds Chemical class 0.000 description 8
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
239000000243 solution Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
-1 Part II Chemical class 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
239000000969 carrier Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
229920006158 high molecular weight polymer Polymers 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
231100000252 nontoxic Toxicity 0.000 description 2
230000003000 nontoxic effect Effects 0.000 description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
USCCECGPGBGFOM-UHFFFAOYSA-N 2-propyl-7h-purin-6-amine Chemical compound CCCC1=NC(N)=C2NC=NC2=N1 USCCECGPGBGFOM-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
239000001828 Gelatine Substances 0.000 description 1
241000206672 Gelidium Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
108010013381 Porins Proteins 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
235000010419 agar Nutrition 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
230000003110 anti-inflammatory effect Effects 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
239000000872 buffer Substances 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
229910000389 calcium phosphate Inorganic materials 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
230000004856 capillary permeability Effects 0.000 description 1
239000002775 capsule Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000007979 citrate buffer Substances 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
239000008139 complexing agent Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000013601 eggs Nutrition 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
150000002391 heterocyclic compounds Chemical class 0.000 description 1
229960001340 histamine Drugs 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000008101 lactose Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000000203 mixture Substances 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
102000007739 porin activity proteins Human genes 0.000 description 1
239000000047 product Substances 0.000 description 1
150000003212 purines Chemical class 0.000 description 1
150000003230 pyrimidines Chemical class 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229940076279 serotonin Drugs 0.000 description 1
125000005624 silicic acid group Chemical class 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
WBQTXTBONIWRGK-UHFFFAOYSA-N sodium;propan-2-olate Chemical compound [Na+].CC(C)[O-] WBQTXTBONIWRGK-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

DE2400421A 1974-01-05 1974-01-05 Derivate des adenins Withdrawn DE2400421A1 (de)

Priority Applications (23)

Application Number	Priority Date	Filing Date	Title
DE2400421A DE2400421A1 (de)	1974-01-05	1974-01-05	Derivate des adenins
BG028618A BG26199A3 (bg)	1974-01-05	1974-12-20	Метод за получаване на производни на аденина
CA216,879A CA1018159A (en)	1974-01-05	1974-12-23	Arylpiperazine derivatives of adenine
JP50004213A JPS50116490A (el)	1974-01-05	1974-12-25
DK690474A DK132433C (da)	1974-01-05	1974-12-30	Analogifremgangsmade til fremstilling af arylpiperazinderivater af adenin
NL7416997A NL7416997A (nl)	1974-01-05	1974-12-30	Arylpiperazinederivaten van adenine.
ES433453A ES433453A1 (es)	1974-01-05	1974-12-30	Procedimiento para la preparacion de derivados de arilpipe-razinicos de la adenina.
AR257163A AR203134A1 (es)	1974-01-05	1974-12-30	Procedimiento para la preparacion de derivados de arilpiperazina de la adenina
RO7481009A RO66566A (ro)	1974-01-05	1974-12-30	Procedeu pentru prepararea unor derivati ai adeninei
FI3795/74A FI379574A (el)	1974-01-05	1974-12-30
AU77022/74A AU479730B2 (en)	1974-01-05	1974-12-31	New arylpipera zine derivatives of adenine and the preparation thereof
GB5614674A GB1435886A (en)	1974-01-05	1974-12-31	Arylpiperazine derivatives of adenine
CH1740774A CH594669A5 (el)	1974-01-05	1974-12-31
CS7500000038A CS183779B2 (en)	1974-01-05	1975-01-02	Method of producing arylpiperazine derivatives of adenine
DD183476A DD117221A5 (el)	1974-01-05	1975-01-02
AT775*BA AT334389B (de)	1974-01-05	1975-01-02	Verfahren zur herstellung von neuen 9-(3-(4-(alkylphenyl)-piperazino)-propyl)-adeninen
ZA00750006A ZA756B (en)	1974-01-05	1975-01-02	New arylpiperazine derivatives of adenine and the preparation thereof
HUBO1529A HU168906B (el)	1974-01-05	1975-01-03
SE7500055A SE7500055L (el)	1974-01-05	1975-01-03
BE152122A BE824073A (fr)	1974-01-05	1975-01-03	Nouveaux derives de l'adenine, leur preparation et leur emploi dans des compositions pharmaceutiques
FR7500105A FR2271826B1 (el)	1974-01-05	1975-01-03
SU7502092456A SU567410A3 (ru)	1974-01-05	1975-01-03	Способ получени арилпиперазиновых производных аденина или их солей
PL1975177149A PL92422B1 (el)	1974-01-05	1975-01-04

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2400421A DE2400421A1 (de)	1974-01-05	1974-01-05	Derivate des adenins

Publications (1)

Publication Number	Publication Date
DE2400421A1 true DE2400421A1 (de)	1975-07-17

Family

ID=5904202

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE2400421A Withdrawn DE2400421A1 (de)	1974-01-05	1974-01-05	Derivate des adenins

Country Status (22)

Country	Link
JP (1)	JPS50116490A (el)
AR (1)	AR203134A1 (el)
AT (1)	AT334389B (el)
BE (1)	BE824073A (el)
BG (1)	BG26199A3 (el)
CA (1)	CA1018159A (el)
CH (1)	CH594669A5 (el)
CS (1)	CS183779B2 (el)
DD (1)	DD117221A5 (el)
DE (1)	DE2400421A1 (el)
DK (1)	DK132433C (el)
ES (1)	ES433453A1 (el)
FI (1)	FI379574A (el)
FR (1)	FR2271826B1 (el)
GB (1)	GB1435886A (el)
HU (1)	HU168906B (el)
NL (1)	NL7416997A (el)
PL (1)	PL92422B1 (el)
RO (1)	RO66566A (el)
SE (1)	SE7500055L (el)
SU (1)	SU567410A3 (el)
ZA (1)	ZA756B (el)

1974
- 1974-01-05 DE DE2400421A patent/DE2400421A1/de not_active Withdrawn
- 1974-12-20 BG BG028618A patent/BG26199A3/xx unknown
- 1974-12-23 CA CA216,879A patent/CA1018159A/en not_active Expired
- 1974-12-25 JP JP50004213A patent/JPS50116490A/ja active Pending
- 1974-12-30 RO RO7481009A patent/RO66566A/ro unknown
- 1974-12-30 AR AR257163A patent/AR203134A1/es active
- 1974-12-30 FI FI3795/74A patent/FI379574A/fi unknown
- 1974-12-30 ES ES433453A patent/ES433453A1/es not_active Expired
- 1974-12-30 NL NL7416997A patent/NL7416997A/xx not_active Application Discontinuation
- 1974-12-30 DK DK690474A patent/DK132433C/da active
- 1974-12-31 CH CH1740774A patent/CH594669A5/xx not_active IP Right Cessation
- 1974-12-31 GB GB5614674A patent/GB1435886A/en not_active Expired
1975
- 1975-01-02 ZA ZA00750006A patent/ZA756B/xx unknown
- 1975-01-02 CS CS7500000038A patent/CS183779B2/cs unknown
- 1975-01-02 DD DD183476A patent/DD117221A5/xx unknown
- 1975-01-02 AT AT775*BA patent/AT334389B/de not_active IP Right Cessation
- 1975-01-03 FR FR7500105A patent/FR2271826B1/fr not_active Expired
- 1975-01-03 SU SU7502092456A patent/SU567410A3/ru active
- 1975-01-03 SE SE7500055A patent/SE7500055L/xx unknown
- 1975-01-03 HU HUBO1529A patent/HU168906B/hu unknown
- 1975-01-03 BE BE152122A patent/BE824073A/xx unknown
- 1975-01-04 PL PL1975177149A patent/PL92422B1/zh unknown

Also Published As

Publication number	Publication date
SE7500055L (el)	1975-07-07
AR203134A1 (es)	1975-08-14
DK690474A (el)	1975-09-01
AU7702274A (en)	1976-07-01
ATA775A (de)	1976-05-15
GB1435886A (en)	1976-05-19
ES433453A1 (es)	1976-12-01
ZA756B (en)	1976-01-28
RO66566A (ro)	1980-03-15
FR2271826B1 (el)	1979-06-08
HU168906B (el)	1976-08-28
FI379574A (el)	1975-07-06
SU567410A3 (ru)	1977-07-30
PL92422B1 (el)	1977-04-30
BG26199A3 (bg)	1979-02-15
CA1018159A (en)	1977-09-27
CS183779B2 (en)	1978-07-31
DK132433B (da)	1975-12-08
JPS50116490A (el)	1975-09-11
DK132433C (da)	1976-05-10
FR2271826A1 (el)	1975-12-19
DD117221A5 (el)	1976-01-05
BE824073A (fr)	1975-07-03
AT334389B (de)	1976-01-10
CH594669A5 (el)	1978-01-13
NL7416997A (nl)	1975-07-08

Publication	Publication Date	Title
DE1795769B2 (de)	1978-03-09	6,7A9-Tetrahydro-2H-pyrido [1,2-a] pyrimidinderivate, deren Salze mit Säuren und quaternär? Methosalze, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende Arzneimittel
DE3685604T2 (de)	1993-01-28	1,7-naphthyridinderivate und diese enthaltende arzneimittel.
DE2125634A1 (de)	1972-01-05	Verfahren zur Herstellung von neuen Cycloheptenderivaten
DE2340873A1 (de)	1974-02-28	Morpholinderivate
AT334393B (de)	1977-01-10	Verfahren zur herstellung von neuen 9- (3- (4-phenylpiperazino) -propyl) -adeninen und ihren saureadditionssalzen
DE1620141A1 (de)	1970-05-14	Verfahren zur Herstellung eines Aminomethylindols
DE2245061C2 (el)	1988-02-18
DE2456098C3 (de)	1979-01-18	Xanthen- und Thioxanthen-Derivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
DE2313256C3 (de)	1980-06-12	l^-Benzisoxazol-3-acetamidoxim, seine Salze, Verfahren zu seiner Herstellung und diese Verbindungen enthaltende Arzneimittel
DE2427272C3 (de)	1981-10-01	1-(2-(β-Naphthyloxy)-äthyl)-3-methyl -pyrazolon-(5), Verfahren sowie Verwendung als Antithrombotikum
DE2400421A1 (de)	1975-07-17	Derivate des adenins
DE2550163C2 (de)	1984-11-22	Neue Derivate des [1,4]Oxathiino[2,3-c]pyrrols, deren Herstellung und diese enthaltende Zusammensetzungen
DE2138528A1 (de)	1972-02-17	Pyrazolo(3,4 b)pyndin 5 carboxamide und deren Salze, Verfahren zum Herstellen solcher Substanzen und Arzneimittel mit einem Gehalt daran
DE3248094C1 (de)	1984-06-14	7H-Dibenzo(a,c)cyclohepten-5-on(7)-Derivate,Verfahren zu deren Herstellung und deren Verwendung bei der Bekaempfung psychischer Erkrankungen und von Magen-und/oder Darmgeschwueren
DE3447730A1 (de)	1985-07-04	Pyrazolopyridinderivate
CH513806A (de)	1971-10-15	Verfahren zur Herstellung von tricyclischen Verbindungen
DE1695914C3 (de)	1973-12-20	Verfahren zur Herstellung von 1 Di alkylaminoathyl 2 methyl 3 aryl 4 oxo 1,2,3,4 tetrahydrochinazolinen
DE1545786A1 (de)	1969-12-11	Verfahren zur Herstellung von Carbonsaeure-N-methylpiperaziden
DE1795690C3 (de)	1978-05-24	Verfahren zur Herstellung von 7-Chlor- 5-phenyl-2-oxo-23-dihydro-lH-benzo [f] 1,4-diazepin
DE1795713C3 (de)	1978-04-06	a-Aminobenzylpenicillinsäureester
DE2147103A1 (de)	1972-03-23	Neue Imidazo eckige Klammer auf 4,5 b eckige Klammer zu pyridinderivate, ihre Herstellung und die Zusammensetzun gen, die sie enthalten
DE2730312A1 (de)	1978-01-12	(2-azabicyclo eckige klammer auf 2.2.2 eckige klammer zu octan-2-yl) diphenyl-alkanone, verfahren zu deren herstellung sowie dieselben enthaltende pharmazeutische praeparate
DE1445638C (de)	1973-07-26	9 geschweifte Klammer auf gamma eckige Klammer auf N* (beta hydroxyaryl) piperazino eckige Klammer zu propyl geschweifte Klam mer zu 9,10 dihydro 9,10 athano (1,2) anthra zen und seme Salze, Verfahren zu deren Her stellung und pharmazeutisches Mittel
AT394046B (de)	1992-01-27	Neue thieno(3',4'-4,5)imidazo(2,1-b)thiazolderivate, verfahren zu ihrer herstellung und ihre verwendung
DE2065321A1 (de)	1973-05-24	Indol-derivate

Legal Events

Date	Code	Title	Description
1981-10-15	8141	Disposal/no request for examination