CH615151A5 - - Google Patents

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Info

Publication number: CH615151A5
Authority: CH; Switzerland
Prior art keywords: group; ethyl; carbon atoms; methyl; compound
Prior art date: 1974-04-08

Application number

CH430675A

Other languages

German (de)

English (en)

Inventor

Jan Hartog

Johannes Maria Ant Zwagemakers

Original Assignee

Philips Nv

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.)

1974-04-08

Filing date

1975-04-04

Publication date

1980-01-15

1975-04-04 Application filed by Philips Nv filed Critical Philips Nv

1980-01-15 Publication of CH615151A5 publication Critical patent/CH615151A5/de

Links

150000001875 compounds Chemical class 0.000 claims description 37
125000004432 carbon atom Chemical group C* 0.000 claims description 13
-1 methylene-dioxy Chemical group 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 5
125000001424 substituent group Chemical group 0.000 claims description 5
241000251730 Chondrichthyes Species 0.000 claims description 4
150000007513 acids Chemical class 0.000 claims description 4
125000003545 alkoxy group Chemical group 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
150000002576 ketones Chemical class 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
150000003512 tertiary amines Chemical class 0.000 claims description 4
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
125000004414 alkyl thio group Chemical group 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
239000000460 chlorine Substances 0.000 claims description 2
125000004663 dialkyl amino group Chemical group 0.000 claims description 2
229910052731 fluorine Inorganic materials 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
239000007795 chemical reaction product Substances 0.000 claims 1
125000006165 cyclic alkyl group Chemical group 0.000 claims 1
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 22
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
230000000694 effects Effects 0.000 description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 6
FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
230000008602 contraction Effects 0.000 description 5
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
239000000243 solution Substances 0.000 description 4
XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229910021529 ammonia Inorganic materials 0.000 description 3
238000009835 boiling Methods 0.000 description 3
238000006243 chemical reaction Methods 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
125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 3
210000001035 gastrointestinal tract Anatomy 0.000 description 3
210000002460 smooth muscle Anatomy 0.000 description 3
239000003506 spasmogen Substances 0.000 description 3
230000002048 spasmolytic effect Effects 0.000 description 3
208000004998 Abdominal Pain Diseases 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
210000001015 abdomen Anatomy 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
230000002921 anti-spasmodic effect Effects 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
AIXAANGOTKPUOY-UHFFFAOYSA-N carbachol Chemical compound [Cl-].C[N+](C)(C)CCOC(N)=O AIXAANGOTKPUOY-UHFFFAOYSA-N 0.000 description 2
229960004484 carbachol Drugs 0.000 description 2
239000000812 cholinergic antagonist Substances 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
201000010099 disease Diseases 0.000 description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000012259 ether extract Substances 0.000 description 2
210000003405 ileum Anatomy 0.000 description 2
208000002551 irritable bowel syndrome Diseases 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
235000009518 sodium iodide Nutrition 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
UYMHLXHLPQIDMA-UHFFFAOYSA-N 1-cyclohexylbutan-1-one Chemical compound CCCC(=O)C1CCCCC1 UYMHLXHLPQIDMA-UHFFFAOYSA-N 0.000 description 1
IGXHOJAJQQJWHZ-UHFFFAOYSA-N 2,2-dipropyl-1,3-dioxolane Chemical compound CCCC1(CCC)OCCO1 IGXHOJAJQQJWHZ-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
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
241001631457 Cannula Species 0.000 description 1
241000700198 Cavia Species 0.000 description 1
208000002881 Colic Diseases 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
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
208000025865 Ulcer Diseases 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000002585 base Substances 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000012876 carrier material Substances 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
206010009887 colitis Diseases 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000008298 dragée Substances 0.000 description 1
230000002183 duodenal effect Effects 0.000 description 1
210000001198 duodenum Anatomy 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
RHLVCLIPMVJYKS-UHFFFAOYSA-N ethyl n-pentyl ketone Natural products CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000012458 free base Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000035873 hypermotility Effects 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
238000010255 intramuscular injection Methods 0.000 description 1
239000007927 intramuscular injection Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
210000004731 jugular vein Anatomy 0.000 description 1
210000003734 kidney Anatomy 0.000 description 1
239000007788 liquid Substances 0.000 description 1
231100000053 low toxicity Toxicity 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
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
QUSNBJAOOMFDIB-UHFFFAOYSA-N monoethyl amine Natural products CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
230000003170 musculotropic effect Effects 0.000 description 1
230000002276 neurotropic effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
230000002093 peripheral effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
239000006187 pill Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
230000001148 spastic effect Effects 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
208000011580 syndromic disease Diseases 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
210000003437 trachea Anatomy 0.000 description 1
231100000397 ulcer Toxicity 0.000 description 1
210000000626 ureter Anatomy 0.000 description 1
230000002861 ventricular Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)

CH430675A 1974-04-08 1975-04-04 CH615151A5 (bg)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
NLAANVRAGE7404733,A NL178686C (nl)	1974-04-08	1974-04-08	Werkwijze ter bereiding of vervaardiging van spasmolytisch werkzame preparaten en werkwijze ter bereiding van n-alkyl-n-gesubstitueerd alkylbeta-fenylethylaminen met spasmolytische werking.

Publications (1)

Publication Number	Publication Date
CH615151A5 true CH615151A5 (bg)	1980-01-15

Family

ID=19821134

Family Applications (3)

Application Number	Title	Priority Date
CH430675A CH615151A5 (bg)	1974-04-08	1975-04-04
CH688979A CH620898A5 (bg)	1974-04-08	1979-07-25
CH689079A CH620899A5 (bg)	1974-04-08	1979-07-25

Family Applications After (2)

Application Number	Title	Priority Date	Filing Date
CH688979A CH620898A5 (bg)	1974-04-08	1979-07-25
CH689079A CH620899A5 (bg)	1974-04-08	1979-07-25

Country Status (17)

Country	Link
US (2)	US3996245A (bg)
JP (1)	JPS601300B2 (bg)
AR (3)	AR214280A1 (bg)
AT (1)	AT344694B (bg)
BE (1)	BE827703A (bg)
CA (1)	CA1060457A (bg)
CH (3)	CH615151A5 (bg)
DE (1)	DE2514914C2 (bg)
DK (1)	DK144975A (bg)
ES (1)	ES436340A1 (bg)
FR (1)	FR2266496B1 (bg)
GB (1)	GB1500434A (bg)
IL (1)	IL47015A (bg)
NL (1)	NL178686C (bg)
PH (1)	PH13033A (bg)
SE (1)	SE439008B (bg)
ZA (1)	ZA752003B (bg)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4125623A (en) *	1974-04-08	1978-11-14	U.S. Philips Corporation	Spasmolytics
FI70205C (fi) *	1978-05-17	1986-09-15	Degussa	Foerfarande foer framstaellning av nya terapeutiskt anvaendbara l-/3-hydroxi-3-fenylpropyl-(2)/-/3-oxo-propyl/aminer
US4908027A (en) *	1986-09-12	1990-03-13	Alza Corporation	Subsaturated transdermal therapeutic system having improved release characteristics
US5344656A (en) *	1986-09-12	1994-09-06	Alza Corporation	Subsaturated transdermal therapeutic system having improved release characteristics
NL8700842A (bg) *	1987-04-10	1988-11-01	Duphar Int Res
US4781924A (en)	1987-11-09	1988-11-01	Alza Corporation	Transdermal drug delivery device
US5004610A (en) *	1988-06-14	1991-04-02	Alza Corporation	Subsaturated nicotine transdermal therapeutic system
US5508038A (en) *	1990-04-16	1996-04-16	Alza Corporation	Polyisobutylene adhesives for transdermal devices
GB9727470D0 (en) *	1997-12-30	1998-02-25	Genencor Int Bv	Proteases from gram positive organisms
US20050008607A1 (en) *	2003-06-05	2005-01-13	L'oreal	Composition containing a carbonyl amine
SE543957C2 (en)	2019-12-23	2021-10-05	Elfa Int Ab	Storage system for assembly without tools, comprising a connector element comprising an insert and a dowel extending from the insert into the shelf

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1768500A1 (de) *	1968-05-18	1972-01-05	Degussa	Verfahren zur Herstellung von Alkoxygruppen enthaltenden Aminoketonen II
US3950335A (en) *	1970-05-02	1976-04-13	Boehringer Ingelheim Gmbh	1-(3'-trifluoromethyl-4'-chloro-phenyl)-2-amino-propanes and salts thereof

1974
- 1974-04-08 NL NLAANVRAGE7404733,A patent/NL178686C/xx not_active IP Right Cessation
1975
- 1975-04-01 ZA ZA752003A patent/ZA752003B/xx unknown
- 1975-04-03 US US05/564,777 patent/US3996245A/en not_active Expired - Lifetime
- 1975-04-04 DK DK144975A patent/DK144975A/da not_active IP Right Cessation
- 1975-04-04 CH CH430675A patent/CH615151A5/de not_active IP Right Cessation
- 1975-04-04 IL IL47015A patent/IL47015A/xx unknown
- 1975-04-04 GB GB13911/75A patent/GB1500434A/en not_active Expired
- 1975-04-04 PH PH17019A patent/PH13033A/en unknown
- 1975-04-05 JP JP50040839A patent/JPS601300B2/ja not_active Expired
- 1975-04-05 ES ES436340A patent/ES436340A1/es not_active Expired
- 1975-04-05 DE DE2514914A patent/DE2514914C2/de not_active Expired
- 1975-04-07 SE SE7503952A patent/SE439008B/xx not_active IP Right Cessation
- 1975-04-07 AT AT262775A patent/AT344694B/de not_active IP Right Cessation
- 1975-04-08 AR AR258243A patent/AR214280A1/es active
- 1975-04-08 BE BE155207A patent/BE827703A/xx not_active IP Right Cessation
- 1975-04-08 CA CA224,082A patent/CA1060457A/en not_active Expired
- 1975-04-08 FR FR7510952A patent/FR2266496B1/fr not_active Expired
1977
- 1977-04-28 AR AR267392A patent/AR214315A1/es active
- 1977-04-28 AR AR267393A patent/AR214316A1/es active
1979
- 1979-07-13 US US06/057,223 patent/US4308282A/en not_active Expired - Lifetime
- 1979-07-25 CH CH688979A patent/CH620898A5/de not_active IP Right Cessation
- 1979-07-25 CH CH689079A patent/CH620899A5/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
NL178686C (nl)	1986-05-01
US3996245A (en)	1976-12-07
BE827703A (fr)	1975-10-08
PH13033A (en)	1979-11-15
US4308282A (en)	1981-12-29
NL178686B (nl)	1985-12-02
GB1500434A (en)	1978-02-08
AU7985975A (en)	1976-10-14
IL47015A0 (en)	1976-10-31
ES436340A1 (es)	1977-05-01
DE2514914C2 (de)	1985-03-07
NL7404733A (nl)	1975-10-10
FR2266496B1 (bg)	1980-01-25
DK144975A (bg)	1975-10-09
SE439008B (sv)	1985-05-28
SE7503952L (sv)	1975-10-09
AR214316A1 (es)	1979-05-31
FR2266496A1 (bg)	1975-10-31
ATA262775A (de)	1977-12-15
AT344694B (de)	1978-08-10
CH620899A5 (bg)	1980-12-31
AR214315A1 (es)	1979-05-31
JPS601300B2 (ja)	1985-01-14
DE2514914A1 (de)	1975-10-09
AR214280A1 (es)	1979-05-31
ZA752003B (en)	1976-11-24
CA1060457A (en)	1979-08-14
JPS50135038A (bg)	1975-10-25
CH620898A5 (bg)	1980-12-31
IL47015A (en)	1978-06-15

Publication	Publication Date	Title
CH615151A5 (bg)	1980-01-15
DE2305092C2 (bg)	1987-10-01
DE2458638C2 (de)	1984-05-10	4'-substituierte 2-Methyl-3-piperidinopropiophenonderivate, Verfahren zu deren Herstellung und pharmakologische Zubereitungen, welche diese enthalten
DE2653147C2 (bg)	1991-09-19
DE3109769A1 (de)	1981-12-24	Die erfindung betrifft ein neues verfahren zur herstellung von 5,11-dihydro-6h-pyrido (2,3-b) (1,4) benzodiazepin-6-on-derivaten
DE2140694A1 (de)	1972-02-17	Neue N Acylamino pyrrohdinon Derivate und Verfahren zu ihrer Her stellung
DE1115259B (de)	1961-10-19	Verfahren zur Herstellung von Iminodibenzylen
DE2514913A1 (de)	1975-10-09	Verfahren zur herstellung tertiaerer amine
DE1620295B2 (de)	1974-10-03	Isochinolo eckige Klammer auf 2,1-d eckige Klammer zu benzo eckige Klammer auf 1,4 eckige Klammer zu diazepin-6-one
CH622501A5 (bg)	1981-04-15
CH626056A5 (bg)	1981-10-30
DE1289050B (de)	1969-02-13	Verfahren zur Herstellung von 3-(3'-Hydroxyphenyl)-1-phenacyl-piperidinen
DE3204074C2 (bg)	1987-12-23
DE1287582B (de)	1969-01-23	Verfahren zur Herstellung von disubstituierten Isoxazol-Verbindungen und ihrer nicht toxischen Salze
DE2610679C2 (de)	1985-09-12	Sulfinylgruppenhaltige Oximätherderivate, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Mittel
DE2728323A1 (de)	1978-01-19	Optisch aktive derivate von benzoxazolylpropionsaeure, verfahren zu ihrer herstellung und arzneimittel
DE1620373A1 (de)	1970-04-02	Verfahren zur Herstellung von neuen heterocyclischen Verbindungen
DE1670143C3 (bg)	1974-05-30
AT347424B (de)	1978-12-27	Verfahren zur herstellung von neuen tertiaeren aminen sowie deren saeureadditionssalzen
DE2611118A1 (de)	1976-10-07	Verbindungen mit antidepressiver wirkung
AT221495B (de)	1962-05-25	Verfahren zur Herstellung von neuen Dibenzocycloheptanderivaten und deren Salzen bzw. quaternären Ammoniumverbindungen
DE2254478A1 (de)	1973-05-17	Salicylsaeureamide
AT365179B (de)	1981-12-28	Verfahren zur herstellung neuer harnstoff- und amido-verbindungen
AT331216B (de)	1976-08-10	Verfahren zur herstellung von neuen aminobenzylaminen sowie deren saureadditionssalzen
DE1595875C (de)	1972-08-31	Phenothiazine und Verfahren zu deren Herstellung

Legal Events

Date	Code	Title	Description
1980-08-29	PUE	Assignment	Owner name: DUPHAR INTERNATIONAL RESEARCH B.V.
1994-12-30	PL	Patent ceased
2024-10-31	PL	Patent ceased