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Basic Information
| CAS No.: | 6998-60-3 |
|---|---|
| Name: | RIFAMYCIN SV |
| Molecular Structure: | |
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| Formula: | C37H47 N O12 |
| Molecular Weight: | 697.78 |
| Synonyms: | 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione,5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-,21-acetate (8CI);Rifomycin SV (6CI);(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-21-(Acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione;2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione,21-(acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-,(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-;NSC 133100;Rifamicine SV;Rifampin SV;Rifamycin SV;Rifocin;Rifogal;Rifomycin;Riphogal;[2S-(2R*,12Z,14E,16R*,17R*,18S*,19S*,20S*,21R*,22S*,23R*,24E)]-21-(Acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione; |
| EINECS: | 230-273-3 |
| Density: | 1.2275 (rough estimate) |
| Melting Point: | 300° (dec 140°) |
| Boiling Point: | 701.9°C (rough estimate) |
| PSA: | 201.31000 |
| LogP: | 4.89210 |
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Synthetic route
- 6998-60-3
rifamycin SV
Conditions
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In methanol for 0.25h; Ambient temperature; |
A
- 1206604-09-2
C39H52N2O12*ClH
B
- 6998-60-3
rifamycin SV
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride; indium In tetrahydrofuran; water |
...Expand
- 6998-60-3
rifamycin SV
Conditions
| Conditions | Yield |
|---|---|
| With pyridine; hydroxylamine hydrochloride In methanol | 85% |
Conditions
| Conditions | Yield |
|---|---|
| With acetic acid In N,N-dimethyl-formamide at 55℃; for 1.5h; Temperature; Molecular sieve; Large scale; | 84.55% |
- 6998-60-3
rifamycin SV
Conditions
| Conditions | Yield |
|---|---|
| With potassium hexacyanoferrate(III) In pyridine | |
| With oxygen; magnesium chloride In water |
- 6998-60-3
rifamycin SV
Conditions
| Conditions | Yield |
|---|---|
| With potassium hexacyanoferrate(III) |
- 6998-60-3
rifamycin SV
- 57375-25-4
3-Bromrifamycin S
Conditions
| Conditions | Yield |
|---|---|
| With pyridinium hydrobromide perbromide In ethanol |
- 6998-60-3
rifamycin SV
- 51756-80-0
3-amino-O1,O4-didehydro-rifamycin
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: K3Fe(CN)6 / pyridine 2: NH3 / dioxane View Scheme |
- 6998-60-3
rifamycin SV
- 57375-24-3
3-Chlorrifamycin S
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: pyridinium bromide perbromide / ethanol 2: LiCl / acetone View Scheme |
- 6998-60-3
rifamycin SV
- 57375-26-5
3-cyano-O1,O4-didehydro-rifamycin
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: K3Fe(CN)6 / pyridine 2: NH4Cl / dimethylformamide View Scheme |
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RIFAMYCIN SV
Chemistry
The Molecular formula of RIFAMYCIN SV(6998-60-3): C37H47NO12
The Molecular Weight of RIFAMYCIN SV(6998-60-3): 697.77
The Molecular Structure of RIFAMYCIN SV(6998-60-3):
EINECS: 230-273-3
Index of Refraction: 1.63
Molar Refractivity: 183.18 cm3
Molar Volume: 514.2 cm3
Polarizability: 72.61 10 -24 cm3
Surface Tension: 66.7 dyne/cm
Density: 1.35 g/cm3
Boiling Point: 917.8 °C at 760 mmHg
Flash Point: 508.9 °C
Enthalpy of Vaporization: 139.82 kJ/mol
Vapour Pressure: 0 mmHg at 25°C
Synonyms: RIFAMYCIN SV;rifamycin;rifocin;rifocyn;Rifamycin S-Na;17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-21-acetate;rifamicinesv;
The Molecular Weight of RIFAMYCIN SV(6998-60-3): 697.77
The Molecular Structure of RIFAMYCIN SV(6998-60-3):
EINECS: 230-273-3
Index of Refraction: 1.63
Molar Refractivity: 183.18 cm3
Molar Volume: 514.2 cm3
Polarizability: 72.61 10 -24 cm3
Surface Tension: 66.7 dyne/cm
Density: 1.35 g/cm3
Boiling Point: 917.8 °C at 760 mmHg
Flash Point: 508.9 °C
Enthalpy of Vaporization: 139.82 kJ/mol
Vapour Pressure: 0 mmHg at 25°C
Synonyms: RIFAMYCIN SV;rifamycin;rifocin;rifocyn;Rifamycin S-Na;17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-21-acetate;rifamicinesv;
Toxicity Data With Reference
| 1. | pic-esc 100 ng/plate | CNREA8 Cancer Research. 43 (1983),2819. | ||
| 2. | cyt-mus-mmr 6300 mmol/L/24H-C | JTSCDR Journal of Toxicological Sciences. 5 (1980),141. | ||
| 3. | orl-mus LD50:2120 mg/kg | JJANAX Japanese Journal of Antibiotics. 23 (1970),242. | ||
| 4. | ipr-mus LD50:625 mg/kg | MEIEDD Merck Index. 10 (1983),1188. | ||
| 5. | ivn-mus LD50:550 mg/kg | JMCMAR Journal of Medicinal Chemistry. 7 (1964),596. | ||
| 6. | ice-mus LD50:5800 µg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 15 (1965),951. |
Safety Profile
Poison by intracerebral route. Moderately toxic by ingestion, intraperitoneal, and intravenous routes. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Used as an antibacterial agent.