CN1192025C - 取代4-苯基-4-氰基环己烷羧酸的制备方法 - Google Patents
取代4-苯基-4-氰基环己烷羧酸的制备方法 Download PDFInfo
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- CN1192025C CN1192025C CNB988100304A CN98810030A CN1192025C CN 1192025 C CN1192025 C CN 1192025C CN B988100304 A CNB988100304 A CN B988100304A CN 98810030 A CN98810030 A CN 98810030A CN 1192025 C CN1192025 C CN 1192025C
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- 238000000034 method Methods 0.000 title claims abstract description 21
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- SDCJMBBHNJPYGW-UHFFFAOYSA-L disodium;hydrogen carbonate;chloride Chemical compound [Na+].[Na+].Cl.[O-]C([O-])=O SDCJMBBHNJPYGW-UHFFFAOYSA-L 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- KAQKFAOMNZTLHT-VVUHWYTRSA-N epoprostenol Chemical compound O1C(=CCCCC(O)=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 KAQKFAOMNZTLHT-VVUHWYTRSA-N 0.000 description 1
- 229960001123 epoprostenol Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229910052730 francium Inorganic materials 0.000 description 1
- KLMCZVJOEAUDNE-UHFFFAOYSA-N francium atom Chemical compound [Fr] KLMCZVJOEAUDNE-UHFFFAOYSA-N 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 229910001853 inorganic hydroxide Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 102000006240 membrane receptors Human genes 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 229910052705 radium Inorganic materials 0.000 description 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 210000002345 respiratory system Anatomy 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pulmonology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US6161397P | 1997-10-10 | 1997-10-10 | |
US60/061,613 | 1997-10-10 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1275052A CN1275052A (zh) | 2000-11-29 |
CN1192025C true CN1192025C (zh) | 2005-03-09 |
Family
ID=22036929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB988100304A Expired - Fee Related CN1192025C (zh) | 1997-10-10 | 1998-10-07 | 取代4-苯基-4-氰基环己烷羧酸的制备方法 |
Country Status (30)
Country | Link |
---|---|
EP (1) | EP1043930A4 (pt) |
JP (1) | JP2001519363A (pt) |
KR (1) | KR100560038B1 (pt) |
CN (1) | CN1192025C (pt) |
AP (1) | AP1335A (pt) |
AR (1) | AR015952A1 (pt) |
AU (1) | AU741832B2 (pt) |
BG (1) | BG104302A (pt) |
BR (1) | BR9814064A (pt) |
CA (1) | CA2305614A1 (pt) |
DZ (1) | DZ2619A1 (pt) |
EA (1) | EA003609B1 (pt) |
HU (1) | HUP0003905A3 (pt) |
ID (1) | ID25536A (pt) |
IL (1) | IL135434A (pt) |
MA (1) | MA24670A1 (pt) |
MY (1) | MY122105A (pt) |
NO (1) | NO20001777L (pt) |
NZ (1) | NZ503759A (pt) |
OA (1) | OA11347A (pt) |
PE (1) | PE121599A1 (pt) |
PL (1) | PL191974B1 (pt) |
SA (1) | SA99191000A (pt) |
SK (1) | SK4902000A3 (pt) |
TR (1) | TR200000945T2 (pt) |
TW (1) | TW440557B (pt) |
UA (1) | UA67753C2 (pt) |
UY (2) | UY25201A1 (pt) |
WO (1) | WO1999018793A1 (pt) |
ZA (1) | ZA989228B (pt) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9920152D0 (en) * | 1999-08-25 | 1999-10-27 | Smithkline Beecham Plc | Novel process |
EP1237851A4 (en) * | 1999-12-15 | 2004-06-23 | Smithkline Beecham | SALES OF I CIS / I-4-CYANO-4-3- (CYCLOPENTYLOXY) -4-METHOXYPHENYL] CYCLHEXAN-1-CARBONIC ACID |
DK1250313T3 (da) * | 2000-01-26 | 2007-02-12 | Smithkline Beecham Corp | Monohydrat af cis-lithium-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexancarboxylat |
EP2258689A1 (en) | 2000-03-16 | 2010-12-08 | Biolipox AB | Benzylated PDE4 inhibitors |
US7250518B2 (en) | 2001-01-31 | 2007-07-31 | Pfizer Inc. | Nicotinamide acids, amides, and their mimetics active as inhibitors of PDE4 isozymes |
EP1355884A1 (en) | 2001-01-31 | 2003-10-29 | Pfizer Products Inc. | Nicotinamide biaryl derivatives useful as inhibitors of pde4 isozymes |
OA12541A (en) | 2001-01-31 | 2006-06-05 | Pfizer Prod Inc | Ether derivatives useful as inhibitors of PDE4 isozymes. |
EE200300362A (et) | 2001-01-31 | 2003-12-15 | Pfizer Products Inc. | PDE4 isosüümide inhibiitoritena kasutatavad tiasolüül-, oksasolüül-, pürrolüül- ja imidasolüülhappeamiidi derivaadid |
CN102491959B (zh) * | 2011-12-19 | 2015-03-25 | 江苏澄扬作物科技有限公司 | 一种环氧乙烷衍生物的制备方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4021478A (en) * | 1972-07-13 | 1977-05-03 | The Upjohn Company | Preparation of carboxylic acids from glycidonitriles with ionic lewis acids |
HU225869B1 (en) * | 1992-04-02 | 2007-11-28 | Smithkline Beecham Corp | Compounds with antiallergic and antiinflammatory activity and pharmaceutical compns. contg. them |
US5524438A (en) * | 1994-12-15 | 1996-06-11 | United Technologies Corporation | Segmented bulkhead liner for a gas turbine combustor |
MY118813A (en) * | 1997-02-12 | 2005-01-31 | Smithkline Beecham Corp | Compounds and method for preparing substituted 4-phenyl-4-cyanocyclohexanoic acids |
US6452022B1 (en) * | 1997-10-10 | 2002-09-17 | Smithkline Beecham Corporation | Method for preparing substituted 4-phenyl-4-cyanocyclohexanoic acids |
-
1998
- 1998-07-10 UA UA2000041944A patent/UA67753C2/uk unknown
- 1998-10-02 MA MA25278A patent/MA24670A1/fr unknown
- 1998-10-07 CA CA002305614A patent/CA2305614A1/en not_active Abandoned
- 1998-10-07 SK SK490-2000A patent/SK4902000A3/sk unknown
- 1998-10-07 EP EP98950965A patent/EP1043930A4/en not_active Withdrawn
- 1998-10-07 HU HU0003905A patent/HUP0003905A3/hu not_active Application Discontinuation
- 1998-10-07 AR ARP980105002A patent/AR015952A1/es unknown
- 1998-10-07 AU AU96874/98A patent/AU741832B2/en not_active Ceased
- 1998-10-07 PL PL339759A patent/PL191974B1/pl not_active IP Right Cessation
- 1998-10-07 DZ DZ980229A patent/DZ2619A1/xx active
- 1998-10-07 WO PCT/US1998/021061 patent/WO1999018793A1/en not_active Application Discontinuation
- 1998-10-07 ID IDW20000614A patent/ID25536A/id unknown
- 1998-10-07 BR BR9814064-7A patent/BR9814064A/pt not_active IP Right Cessation
- 1998-10-07 TR TR2000/00945T patent/TR200000945T2/xx unknown
- 1998-10-07 AP APAP/P/2000/001782A patent/AP1335A/en active
- 1998-10-07 EA EA200000406A patent/EA003609B1/ru not_active IP Right Cessation
- 1998-10-07 CN CNB988100304A patent/CN1192025C/zh not_active Expired - Fee Related
- 1998-10-07 KR KR1020007003742A patent/KR100560038B1/ko not_active IP Right Cessation
- 1998-10-07 IL IL13543498A patent/IL135434A/en not_active IP Right Cessation
- 1998-10-07 JP JP2000515437A patent/JP2001519363A/ja active Pending
- 1998-10-07 NZ NZ503759A patent/NZ503759A/en unknown
- 1998-10-07 UY UY25201A patent/UY25201A1/es not_active IP Right Cessation
- 1998-10-08 MY MYPI98004606A patent/MY122105A/en unknown
- 1998-10-09 ZA ZA989228A patent/ZA989228B/xx unknown
- 1998-10-09 PE PE1998000955A patent/PE121599A1/es not_active Application Discontinuation
- 1998-12-01 TW TW087116680A patent/TW440557B/zh not_active IP Right Cessation
-
1999
- 1999-01-26 SA SA99191000A patent/SA99191000A/ar unknown
- 1999-05-25 UY UY25524A patent/UY25524A1/es not_active Application Discontinuation
-
2000
- 2000-04-05 BG BG104302A patent/BG104302A/xx unknown
- 2000-04-06 NO NO20001777A patent/NO20001777L/no not_active Application Discontinuation
- 2000-04-07 OA OA1200000100A patent/OA11347A/en unknown
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