IE38562L - 3-alkenyl derivatives of rifamycin sv - Google Patents
3-alkenyl derivatives of rifamycin svInfo
- Publication number
- IE38562L IE38562L IE721665A IE166572A IE38562L IE 38562 L IE38562 L IE 38562L IE 721665 A IE721665 A IE 721665A IE 166572 A IE166572 A IE 166572A IE 38562 L IE38562 L IE 38562L
- Authority
- IE
- Ireland
- Prior art keywords
- substituted
- hydrazono
- oximino
- compound
- imino
- Prior art date
Links
- 229940109171 rifamycin sv Drugs 0.000 title abstract 3
- -1 imino, N-substituted imino Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000005646 oximino group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 125000005638 hydrazono group Chemical class 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 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 2
- 230000000694 effects Effects 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- BBNQHOMJRFAQBN-UPZFVJMDSA-N 3-formylrifamycin sv Chemical compound OC1=C(C(O)=C2C)C3=C(O)C(C=O)=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 BBNQHOMJRFAQBN-UPZFVJMDSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 abstract 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1389100 3-Alkenyl derivatives of Rifamycin SV GRUPPO LEPETIT SpA 28 Dec 1972 [19 Jan 1972] 59833/72 Heading C2C Novel 3-alkenyl derivatives of rifamycin SV of the general Formula (I) and the corresponding 16, 17, 18, 19, 28, 29- hexahydro derivatives, wherein R is hydrogen, alkyl or aryl-C 1-8 alkyl; R 1 is hydrogen or acetyl; R 2 is hydrogen, C 1-8 alkyl or tert.-butoxycarbonyl; and X is oxygen, imino, N-substituted imino, oximino, O-substituted oximino, hydrazono, N-mono-substituted hydrazono or N-disubstituted hydrazono in which the two substituents are either separate or form a heterocyclic ring together with the common nitrogen atom; are prepared by reacting 3- formylrifamycin SV or its 25-desacetyl or 16, 17, 18, 19, 28, 29-hexahydro derivative with a compound of formula Z=CR 2 -CO-R wherein Z is H 2 or (C 6 H 5 ) 3 P, and R and R 2 are as defined above to give a compound (I) wherein X is oxygen, and when a compound (I) is desired in which X is imino, N-substituted imino, oximino, O-substituted oximino, hydrazono or N-substituted hydrazono, reacting the compound (I) in which X is oxygen with a primary amine, a secondary amine, hydroxylamine, an O-substituted hydroxylamine hydrazine or an N- mono or di-substituted hydrazine respectively. The compounds (I) have antibiotic, anti-viral and anti-tumour activity, and may be admixed with a pharmaceutical carrier to provide pharmaceutical compositions having such activity.
[GB1389100A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1952472 | 1972-01-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38562L true IE38562L (en) | 1973-07-19 |
| IE38562B1 IE38562B1 (en) | 1978-04-12 |
Family
ID=11158754
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1665/72A IE38562B1 (en) | 1972-01-19 | 1972-11-30 | 3-alkenyl derivatives of rifamycin sv |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS4880599A (en) |
| AR (1) | AR195212A1 (en) |
| AT (1) | AT320854B (en) |
| AU (1) | AU467970B2 (en) |
| BE (1) | BE794297A (en) |
| CA (1) | CA1010027A (en) |
| CH (1) | CH557377A (en) |
| DD (1) | DD103237A5 (en) |
| DE (1) | DE2301767A1 (en) |
| DK (1) | DK136479B (en) |
| ES (1) | ES410754A1 (en) |
| FR (1) | FR2181675B1 (en) |
| GB (1) | GB1389100A (en) |
| HU (1) | HU164927B (en) |
| IE (1) | IE38562B1 (en) |
| IL (1) | IL41018A (en) |
| LU (1) | LU66845A1 (en) |
| NL (1) | NL7300611A (en) |
| RO (1) | RO62775A (en) |
| SE (1) | SE380525B (en) |
| SU (1) | SU439987A3 (en) |
| ZA (1) | ZA728307B (en) |
-
0
- BE BE794297D patent/BE794297A/en unknown
-
1972
- 1972-11-23 ZA ZA728307A patent/ZA728307B/en unknown
- 1972-11-30 IE IE1665/72A patent/IE38562B1/en unknown
- 1972-12-06 IL IL41018A patent/IL41018A/en unknown
- 1972-12-28 GB GB5983372A patent/GB1389100A/en not_active Expired
-
1973
- 1973-01-09 CA CA160,835A patent/CA1010027A/en not_active Expired
- 1973-01-15 CH CH52973A patent/CH557377A/en not_active IP Right Cessation
- 1973-01-15 AU AU51103/73A patent/AU467970B2/en not_active Expired
- 1973-01-15 DE DE2301767A patent/DE2301767A1/en active Pending
- 1973-01-16 NL NL7300611A patent/NL7300611A/xx not_active Application Discontinuation
- 1973-01-16 DD DD168273A patent/DD103237A5/xx unknown
- 1973-01-16 AR AR246142A patent/AR195212A1/en active
- 1973-01-17 SU SU1871747A patent/SU439987A3/en active
- 1973-01-17 LU LU66845A patent/LU66845A1/xx unknown
- 1973-01-17 AT AT36873A patent/AT320854B/en not_active IP Right Cessation
- 1973-01-18 SE SE7300710A patent/SE380525B/en unknown
- 1973-01-18 DK DK28073AA patent/DK136479B/en unknown
- 1973-01-18 ES ES410754A patent/ES410754A1/en not_active Expired
- 1973-01-18 JP JP48008229A patent/JPS4880599A/ja active Pending
- 1973-01-18 FR FR7301783A patent/FR2181675B1/fr not_active Expired
- 1973-01-18 HU HULE674A patent/HU164927B/hu unknown
- 1973-01-19 RO RO7300073553A patent/RO62775A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE794297A (en) | 1973-05-16 |
| FR2181675A1 (en) | 1973-12-07 |
| CH557377A (en) | 1974-12-31 |
| RO62775A (en) | 1977-10-15 |
| ES410754A1 (en) | 1976-01-01 |
| SE380525B (en) | 1975-11-10 |
| LU66845A1 (en) | 1973-03-19 |
| IE38562B1 (en) | 1978-04-12 |
| AT320854B (en) | 1975-03-10 |
| CA1010027A (en) | 1977-05-10 |
| DK136479B (en) | 1977-10-17 |
| SU439987A3 (en) | 1974-08-15 |
| DD103237A5 (en) | 1974-01-12 |
| DE2301767A1 (en) | 1973-07-26 |
| FR2181675B1 (en) | 1976-05-14 |
| AU467970B2 (en) | 1975-12-18 |
| IL41018A (en) | 1976-05-31 |
| HU164927B (en) | 1974-05-28 |
| NL7300611A (en) | 1973-07-23 |
| AU5110373A (en) | 1974-07-18 |
| JPS4880599A (en) | 1973-10-29 |
| IL41018A0 (en) | 1973-02-28 |
| GB1389100A (en) | 1975-04-03 |
| AR195212A1 (en) | 1973-09-19 |
| ZA728307B (en) | 1973-07-25 |
| DK136479C (en) | 1978-03-13 |
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