FI121424B - Förfarande för framställning av ett kristallint solvat av 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidinoetoxi)bensoyl]benso[b]-tiofenhydroklorid och de kristallina1,2-dikloretan- och 1,2,3-triklorpropansolvaten - Google Patents
Förfarande för framställning av ett kristallint solvat av 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidinoetoxi)bensoyl]benso[b]-tiofenhydroklorid och de kristallina1,2-dikloretan- och 1,2,3-triklorpropansolvaten Download PDFInfo
- Publication number
- FI121424B FI121424B FI954403A FI954403A FI121424B FI 121424 B FI121424 B FI 121424B FI 954403 A FI954403 A FI 954403A FI 954403 A FI954403 A FI 954403A FI 121424 B FI121424 B FI 121424B
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- Prior art keywords
- benzoyl
- benzo
- hydroxy
- hydroxyphenyl
- crystalline
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D333/56—Radicals substituted by oxygen atoms
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/18—Feminine contraceptives
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Gynecology & Obstetrics (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Claims (6)
1. Förfarande för framställning av ett kristal-lint soivat av en förening enligt formel (Ia): 5 O r*\-0 HCl νΛ F H0 '^'S ' (la) kännetecknat av att a) bensotiofen med formeln (Ha) : 10 jOXV o ^ - (Ha) väri R4 är Ci-C4-alkoxi; och 15 R5 är Ci-C4-alkyl; acyleras med ett acyleringsmedel med formeln (lila): o F^y-o HC1 y FF n""\ O (lila) väri
20 R6 är klor, brom eller hydroxyl; i närvaro av ett lösningsmedel och bortriklorid, b) dealkyleras en eller flera fenolgrupper hos acyleringsprodukten i steg a) genom att bringa den/dem att reagera med en extra mängd bortriklorid 25 och 46 c) isoleras det kristallina solvatet.
2. Förfarande enligt patentkrav 1, känneteck-nat av att ett acyleringsmedel enligt formel (Ilia) an-vänds, väri R6 är klor. 5
3. Förfarande enligt patentkrav 1, känneteck- nat av att bensotiofen enligt formel (Ha) används, väri R4 är metoxi och R5 är metyl.
4. Förfarande enligt patentkrav 3, känneteck-nat av att som reaktionslösningsmedel används ett eller 10 flera lösningsmedel, som har valts frän gruppen kloroform, metylenklorid, klorbensen, 1,2-dikloretan, 1,2,3-triklor-propan, 1,1,2,2-tetrakloretan, 1,2-diklorbensen, bromben-sen och fluorbensen.
5. Förfarande enligt patentkrav 3, känneteck-15 nat av att som lösningsmedel används metylenklorid.
6 . 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidino-etoxi)bensoyl]benso[b]tiofenhydroklorids kristallina 1,2-dikloretan- eller 1,2,3 - triklorpropansolvat, känneteck-nat av att det har följande röntgendiffraktionsmönster, 20 som har erhällits med hjälp av kopparstraining d-linjens avständ I/Io (Angstrom) (xlOO) 10,4311 22,64 8,9173 10,73 8,4765 5,31 8,0095 50,39 7,3068 4,23 6,6094 79,23 5,6196 22,34 5,4223 89,86 d-linjens avstand I/I0 iAngström) (xlOO) 47 5>1959 11,81 5,0746 74,90 4,80!7 100,00 4,7262 57,97 4>6569 53,35 4,5378 96,75 M376 10,83 4;3397 56,89 4>2782 48,23 4,2129 4o 94 4,1037 12,80 3,9880 14,76 378863 8,17 3 ?7999 42 ,13 3,7662 57,09 3,6738 38,58 3,5701 18,50 3,5393 19,00 3,4622 39,57 3 ,3867 5,02 3,3321 4,33 3,2686 6,79 3,1535 14,86 3,0450 13,58 2,9028 12,30 2,8302 19,59 2,7544 12,30 2,6366 6,89 7. 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidino-etoxi)bensoyl]benso[b]tiofenhydroklorids kristallina 1,2-dikloretansolvat, kännetecknat av att det har följan-5 de röntgendiffraktionsmönster, som har erhällits med hjälp av kopparstralning 48 d-linjens avständ X/I0 (Angstrom) (χΐ00) 16,1265 3;go 10?3744 8,63 8,3746 5,29 7,9883 36,71 7,2701 5,06 6,5567 70,77 6,2531 6,79 5,5616 24,05 5,3879 100,00 5,0471 89,64 4,7391 85,96 4,. 6777 39,36 4,6332 62,60 4,5191 77,56 4,2867 36,82 4,2365 41,66 4,1816 49,60 4,0900 11,28 3,9496 11,85 3,7869 36,25 3,7577 56,16 3,6509 40,62 3,5751 15,65 3,5181 21,52 3,4964 18,53 3,4361 33 ,60 3 3610 6,>21 3,3115 4>95 3 ,2564 7 >36 32002 3?8° 15 77 3,1199 } 14,84 3,0347 3 ? 9,67 2,8744 3 3 10.,82 2,8174 3 3 11,51 2 7363 3
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US30832594 | 1994-09-19 | ||
US08/308,325 US5629425A (en) | 1994-09-19 | 1994-09-19 | Haloalkyl hemisolvates of 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-piperidinoethoxy)-benzoyl]benzo[b]thiophene |
US42791495A | 1995-04-26 | 1995-04-26 | |
US42791495 | 1995-04-26 |
Publications (3)
Publication Number | Publication Date |
---|---|
FI954403A0 FI954403A0 (sv) | 1995-09-18 |
FI954403A FI954403A (sv) | 1996-03-20 |
FI121424B true FI121424B (sv) | 2010-11-15 |
Family
ID=26976194
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI954402A FI112226B (sv) | 1994-09-19 | 1995-09-18 | Ej solvaterad, kristallin 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidinoetoxi)bensoyl]benso[b]tiofenhydroklorid |
FI954403A FI121424B (sv) | 1994-09-19 | 1995-09-18 | Förfarande för framställning av ett kristallint solvat av 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidinoetoxi)bensoyl]benso[b]-tiofenhydroklorid och de kristallina1,2-dikloretan- och 1,2,3-triklorpropansolvaten |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI954402A FI112226B (sv) | 1994-09-19 | 1995-09-18 | Ej solvaterad, kristallin 6-hydroxi-2-(4-hydroxifenyl)-3-[4-(2-piperidinoetoxi)bensoyl]benso[b]tiofenhydroklorid |
Country Status (51)
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US5523416A (en) | 1994-07-22 | 1996-06-04 | Eli Lilly And Company | Process for preparing 3-(4-aminoethoxy-benzoyl) benzo (B)-thiophenes |
CO4410190A1 (es) * | 1994-09-19 | 1997-01-09 | Lilly Co Eli | 3-[4-(2-AMINOETOXI)-BENZOIL]-2-ARIL-6-HIDROXIBENZO [b] TIOFENO CRISTALINO |
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1995
- 1995-06-02 CO CO95023869A patent/CO4410190A1/es unknown
- 1995-06-02 CO CO95023870A patent/CO4410191A1/es unknown
- 1995-06-05 TW TW084105613A patent/TW412534B/zh not_active IP Right Cessation
- 1995-06-06 US US08/467,485 patent/US5731327A/en not_active Expired - Lifetime
- 1995-06-06 US US08/469,093 patent/US6399778B1/en not_active Expired - Fee Related
- 1995-06-06 US US08/469,961 patent/US6472531B1/en not_active Expired - Lifetime
- 1995-06-07 PE PE1995270674A patent/PE14796A1/es not_active Application Discontinuation
- 1995-06-07 PE PE1995270673A patent/PE32796A1/es not_active IP Right Cessation
- 1995-09-13 ES ES09501774A patent/ES2109882B1/es not_active Revoked
- 1995-09-13 ES ES009501775A patent/ES2129293B1/es not_active Expired - Fee Related
- 1995-09-14 UA UA95094168A patent/UA44240C2/uk unknown
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- 1995-09-14 IL IL11531495A patent/IL115314A/xx not_active IP Right Cessation
- 1995-09-14 UA UA95094169A patent/UA42716C2/uk unknown
- 1995-09-14 NL NL1001196A patent/NL1001196C2/nl active Search and Examination
- 1995-09-14 NL NL1001194A patent/NL1001194C2/nl active Search and Examination
- 1995-09-15 IT IT95MI001935A patent/IT1277601B1/it active IP Right Grant
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- 1995-09-15 NO NO953657A patent/NO308107B1/no not_active IP Right Cessation
- 1995-09-15 IT IT95MI001936A patent/IT1277602B1/it active IP Right Grant
- 1995-09-15 CZ CZ19952403A patent/CZ290343B6/cs not_active IP Right Cessation
- 1995-09-15 NZ NZ280028A patent/NZ280028A/en not_active IP Right Cessation
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- 1995-09-15 RO RO95-01620A patent/RO115260B1/ro unknown
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- 1995-09-15 CA CA002158399A patent/CA2158399C/en not_active Expired - Lifetime
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- 1995-09-15 KR KR1019950030209A patent/KR100367376B1/ko active IP Right Grant
- 1995-09-15 SE SE9503214A patent/SE509265C2/sv not_active IP Right Cessation
- 1995-09-15 PT PT101771A patent/PT101771B/pt not_active IP Right Cessation
- 1995-09-15 KR KR1019950030210A patent/KR100381346B1/ko active IP Right Grant
- 1995-09-15 RO RO95-01619A patent/RO115259B1/ro unknown
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- 1995-09-17 EG EG76395A patent/EG23763A/xx active
- 1995-09-18 FI FI954402A patent/FI112226B/sv not_active IP Right Cessation
- 1995-09-18 BE BE9500761A patent/BE1009626A3/fr active
- 1995-09-18 HU HU9502723A patent/HU227683B1/hu not_active IP Right Cessation
- 1995-09-18 CH CH01780/00A patent/CH691594A5/de not_active IP Right Cessation
- 1995-09-18 AU AU31730/95A patent/AU691955B2/en not_active Expired
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- 1995-09-18 JP JP7238209A patent/JPH08193081A/ja active Pending
- 1995-09-18 GB GB9519032A patent/GB2293602B/en not_active Expired - Fee Related
- 1995-09-18 AT AT0154295A patent/AT407988B/de not_active IP Right Cessation
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- 1995-09-18 HR HR950482A patent/HRP950482B1/xx not_active IP Right Cessation
- 1995-09-18 LU LU88661A patent/LU88661A1/fr unknown
- 1995-09-18 HU HU9502721A patent/HU225417B1/hu not_active IP Right Cessation
- 1995-09-18 CN CN95118629A patent/CN1075069C/zh not_active Expired - Lifetime
- 1995-09-18 GB GB9519028A patent/GB2293382B/en not_active Expired - Fee Related
- 1995-09-18 AT AT0154395A patent/AT502957A1/de not_active Application Discontinuation
- 1995-09-18 BR BR9504059A patent/BR9504059A/pt not_active IP Right Cessation
- 1995-09-18 SI SI9500292A patent/SI9500292A/sl not_active IP Right Cessation
- 1995-09-18 CH CH02629/95A patent/CH691125A5/de not_active IP Right Cessation
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- 1995-09-18 CN CN95118449A patent/CN1068324C/zh not_active Expired - Lifetime
- 1995-09-18 JP JP7238211A patent/JP2860071B2/ja not_active Expired - Lifetime
- 1995-09-18 BE BE9500760A patent/BE1009625A3/fr active
- 1995-09-18 FR FR9510922A patent/FR2732020B1/fr not_active Expired - Fee Related
- 1995-09-18 LV LVP-95-284A patent/LV11177B/en unknown
- 1995-09-18 LU LU88660A patent/LU88660A1/fr unknown
- 1995-09-18 FR FR9510921A patent/FR2724655B1/fr not_active Expired - Fee Related
- 1995-09-18 AU AU31731/95A patent/AU692907B2/en not_active Ceased
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- 1995-09-19 AP APAP/P/1997/000938A patent/AP754A/en active
- 1995-09-19 DE DE19534745A patent/DE19534745B4/de not_active Expired - Fee Related
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- 1995-09-19 IE IE950722A patent/IE950722A1/en not_active IP Right Cessation
- 1995-09-19 WO PCT/US1995/011872 patent/WO1996009045A1/en active Application Filing
- 1995-09-19 RS YUP-613/95A patent/RS49578B/sr unknown
- 1995-09-19 DE DE19534744A patent/DE19534744A1/de not_active Ceased
- 1995-09-19 EE EE9700055A patent/EE03386B1/xx unknown
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- 1995-09-19 RS YU61495A patent/RS49513B/sr unknown
- 1995-09-19 PL PL95310518A patent/PL182450B1/pl not_active IP Right Cessation
- 1995-09-19 TR TR95/01136A patent/TR199501136A2/xx unknown
- 1995-09-19 AU AU37186/95A patent/AU3718695A/en not_active Abandoned
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1997
- 1997-01-09 DK DK199700028A patent/DK175886B1/da not_active IP Right Cessation
- 1997-01-09 DK DK199700027A patent/DK175887B1/da not_active IP Right Cessation
- 1997-02-18 BG BG101242A patent/BG62793B1/bg unknown
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- 1997-03-19 OA OA60977A patent/OA10406A/en unknown
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1998
- 1998-12-23 HK HK98115201A patent/HK1019009A1/xx not_active IP Right Cessation
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2002
- 2002-02-26 US US10/083,179 patent/US20020173645A1/en not_active Abandoned
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