GB1223444A - Substituted endoethenocodides and morphides - Google Patents
Substituted endoethenocodides and morphidesInfo
- Publication number
- GB1223444A GB1223444A GB08457/68A GB1845768A GB1223444A GB 1223444 A GB1223444 A GB 1223444A GB 08457/68 A GB08457/68 A GB 08457/68A GB 1845768 A GB1845768 A GB 1845768A GB 1223444 A GB1223444 A GB 1223444A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- alkyl
- compounds
- group
- represents hydrogen
- Prior art date
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
- C07D489/09—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems
- C07D489/10—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems with a bridge between positions 6 and 14
- C07D489/12—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: containing 4aH-8, 9 c-Iminoethano- phenanthro [4, 5-b, c, d] furan ring systems condensed with carbocyclic rings or ring systems with a bridge between positions 6 and 14 the bridge containing only two carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1,223,444. Endoethenonorcodes and normorphides. AMERICAN CYANAMID CO. 26 April, 1968 [27 April, 1967], No. 18457/68. Heading C2C. The invention comprises compounds of the Formula I where R 1 represents hydrogen, C 1-4 alkyl, or C 2-5 alkanoyl, R 2 represents hydrogen, cyano, propargyl, C 1-4 alkyl, phenyl-C 1-4 alkyl, C 2-6 alkenyl or C 4-7 cycloalkylmethyl, such that when R 1 represents C 1-4 alkyl, R 2 represents C 4-7 cycloalkylmethyl, R 3 represents hydrogen, phenyl, or C 1-8 alkyl and Y represents ethano or etheno or non-toxic pharmaceutically acceptable acid addition salts thereof or alkali metal phenolates, where R 1 represents hydrogen and their preparation by treating a compound of the Formula II, where Z represents a group of the Formula IIA, R 4 represents C 1-4 alkyl, R 5 represents hydrogen or C 1-7 alkyl and n is 2 or 3 with dilute aqueous acid at 0-100 C. and if desired forming a salt of the product. Ketals of the Formula II may be prepared from appropriate compounds of the Formula I by reaction with an alcohol and a suitable acid. Enol ethers of the Formula II may be obtained by heating compounds of the Formula II where Z represents a group of the formula above its melting point. In compounds of the Formula II, thus produced, the 3-ether group may be converted to the free hydroxy group and the latter etherified to give a R 1 O-group and the N-substituent may be removed, e.g. by reaction with a cyanogen halide, the resulting N-cyano compound hydrolysed to a norcodide (R 2 =H) and the latter alkylated directly or by acylation and reduction of the resulting acylamino compound. Therapeutic compositions having analgesic or anti-nociperceptive properties for oral and parenteral administration comprise the compounds of the invention together with a suitable carrier.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63411667A | 1967-04-27 | 1967-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1223444A true GB1223444A (en) | 1971-02-24 |
Family
ID=24542502
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08457/68A Expired GB1223444A (en) | 1967-04-27 | 1968-04-26 | Substituted endoethenocodides and morphides |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT289303B (en) |
| BE (1) | BE714349A (en) |
| CH (1) | CH507250A (en) |
| DE (1) | DE1770287A1 (en) |
| ES (1) | ES353268A1 (en) |
| FR (2) | FR1589058A (en) |
| GB (1) | GB1223444A (en) |
| IL (1) | IL29798A0 (en) |
| LU (1) | LU55980A1 (en) |
| NL (1) | NL6805648A (en) |
-
1968
- 1968-04-09 IL IL29798A patent/IL29798A0/en unknown
- 1968-04-22 FR FR1589058D patent/FR1589058A/fr not_active Expired
- 1968-04-22 NL NL6805648A patent/NL6805648A/xx unknown
- 1968-04-26 LU LU55980D patent/LU55980A1/xx unknown
- 1968-04-26 FR FR149553A patent/FR7483M/fr not_active Expired
- 1968-04-26 DE DE19681770287 patent/DE1770287A1/en active Pending
- 1968-04-26 AT AT412468A patent/AT289303B/en not_active IP Right Cessation
- 1968-04-26 BE BE714349D patent/BE714349A/xx unknown
- 1968-04-26 GB GB08457/68A patent/GB1223444A/en not_active Expired
- 1968-04-27 ES ES353268A patent/ES353268A1/en not_active Expired
- 1968-04-29 CH CH634068A patent/CH507250A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770287A1 (en) | 1971-10-21 |
| BE714349A (en) | 1968-10-28 |
| ES353268A1 (en) | 1970-02-01 |
| LU55980A1 (en) | 1968-07-12 |
| IL29798A0 (en) | 1968-06-20 |
| FR7483M (en) | 1969-12-01 |
| NL6805648A (en) | 1968-10-28 |
| FR1589058A (en) | 1970-03-23 |
| CH507250A (en) | 1971-05-15 |
| AT289303B (en) | 1971-04-13 |
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