PT81412A - Process for preparing rifamycin derivatives substituted in the 3-position with substituted 4-benzylpiperazinyl - Google Patents
Process for preparing rifamycin derivatives substituted in the 3-position with substituted 4-benzylpiperazinylInfo
- Publication number
- PT81412A PT81412A PT8141285A PT8141285A PT81412A PT 81412 A PT81412 A PT 81412A PT 8141285 A PT8141285 A PT 8141285A PT 8141285 A PT8141285 A PT 8141285A PT 81412 A PT81412 A PT 81412A
- Authority
- PT
- Portugal
- Prior art keywords
- formula
- substituted
- alkyl
- benzylpiperazinyl
- deriv
- Prior art date
Links
- HJYYPODYNSCCOU-ODRIEIDWSA-N rifamycin SV Chemical group OC1=C(C(O)=C2C)C3=C(O)C=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O HJYYPODYNSCCOU-ODRIEIDWSA-N 0.000 title abstract 3
- -1 4-benzylpiperazinyl Chemical group 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- BTVYFIMKUHNOBZ-ZDHWWVNNSA-N Rifamycin S Natural products COC1C=COC2(C)Oc3c(C)c(O)c4C(=O)C(=CC(=O)c4c3C2=O)NC(=O)C(=C/C=C/C(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C1C)C BTVYFIMKUHNOBZ-ZDHWWVNNSA-N 0.000 abstract 2
- BTVYFIMKUHNOBZ-ODRIEIDWSA-N Rifamycin S Chemical compound O=C1C(C(O)=C2C)=C3C(=O)C=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O BTVYFIMKUHNOBZ-ODRIEIDWSA-N 0.000 abstract 2
- IQXXEPZFOOTTBA-UHFFFAOYSA-N 1-benzylpiperazine Chemical compound C=1C=CC=CC=1CN1CCNCC1 IQXXEPZFOOTTBA-UHFFFAOYSA-N 0.000 abstract 1
- 229930189077 Rifamycin Natural products 0.000 abstract 1
- HJYYPODYNSCCOU-ZDHWWVNNSA-N Rifamycin SV Natural products COC1C=COC2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(=C/C=C/C(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C1C)C)cc(O)c4c3C2=O HJYYPODYNSCCOU-ZDHWWVNNSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229960003292 rifamycin Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Landscapes
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Prodn. of new rifamycin derivs. of formula Q-W (I) is effected by (a) reacting a rifamycin S. cpd. of formula Q2-Ro (II) with an N-benzylpiperazine deriv. of formula H-W to give Q2-W (Ia) or (6) reacting a rifamycin S or SV deriv. of formula (IV) with a benzyl deriv. of formula XCH2 Ar to give (I) and opt. (c) converting the prods. to other cpds. (I) or into salts: Q is a gp. of formula Q, or Q2, where W = 4-ArCH2-1-piperazinyl; Ar is a gp. of formula (A); R1 and R2 = 1-4C alkyl and R3-R5 = H or 1-4C alkyl, or R2+R3 = (CH2)4, (CH2)3 or CH=CH-CH=CH opt. substd. by 1-4C alkyl and R1, R4 and R5 = H or 1-4C alkyl, or R3+R4 = (CH2)4, (CH2)3 or CH=CH-CH=CH opt, substd. by 1-4C alkyl and R1, R2 and R5 = H or 1-4C alkyl; Ro = H or halogen; X is a leaving gp.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT8141285A PT81412B (en) | 1985-10-31 | 1985-10-31 | PROCESS FOR THE PREPARATION OF RIFAMYCIN DERIVATIVES SUBSTITUTED IN POSITION 3 WITH SUBSTITUTED 4-BENZYLPIPERAZINYL |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT8141285A PT81412B (en) | 1985-10-31 | 1985-10-31 | PROCESS FOR THE PREPARATION OF RIFAMYCIN DERIVATIVES SUBSTITUTED IN POSITION 3 WITH SUBSTITUTED 4-BENZYLPIPERAZINYL |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PT81412A true PT81412A (en) | 1985-11-01 |
| PT81412B PT81412B (en) | 1988-02-17 |
Family
ID=20083745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT8141285A PT81412B (en) | 1985-10-31 | 1985-10-31 | PROCESS FOR THE PREPARATION OF RIFAMYCIN DERIVATIVES SUBSTITUTED IN POSITION 3 WITH SUBSTITUTED 4-BENZYLPIPERAZINYL |
Country Status (1)
| Country | Link |
|---|---|
| PT (1) | PT81412B (en) |
-
1985
- 1985-10-31 PT PT8141285A patent/PT81412B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| PT81412B (en) | 1988-02-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM3A | Annulment or lapse |
Free format text: LAPSE DUE TO NON-PAYMENT OF FEES Effective date: 19940228 |