Product Name

  • Name

    RIFAMYCIN SV

  • EINECS 230-273-3
  • CAS No. 6998-60-3
  • Article Data5
  • CAS DataBase
  • Density 1.2275 (rough estimate)
  • Solubility
  • Melting Point 300° (dec 140°)
  • Formula C37H47 N O12
  • Boiling Point 701.9°C (rough estimate)
  • Molecular Weight 697.78
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6998-60-3 (RIFAMYCIN SV)
  • Hazard Symbols
  • 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;
  • PSA 201.31000
  • LogP 4.89210

Synthetic route

rifamycin S
62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2

rifamycin S

rifamycin SV
6998-60-3

rifamycin SV

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 0.25h; Ambient temperature;

rifamycin S
62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2

rifamycin S

A

C39H52N2O12*ClH
1206604-09-2

C39H52N2O12*ClH

B

rifamycin SV
6998-60-3

rifamycin SV

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran; water
...Expand
rifamycin SV
6998-60-3

rifamycin SV

4,11-dideoxy-4,11-dihydroxyiminorifamycin S

4,11-dideoxy-4,11-dihydroxyiminorifamycin S

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In methanol85%
N,N-dihydroxymethyltert-butylamine
55686-22-1

N,N-dihydroxymethyltert-butylamine

rifamycin SV
6998-60-3

rifamycin SV

N-tert-1,3-oxazine(5,6-c)rifamycin

N-tert-1,3-oxazine(5,6-c)rifamycin

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 55℃; for 1.5h; Temperature; Molecular sieve; Large scale;84.55%
rifamycin SV
6998-60-3

rifamycin SV

rifamycin S
62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2

rifamycin S

Conditions
ConditionsYield
With potassium hexacyanoferrate(III) In pyridine
With oxygen; magnesium chloride In water
rifamycin SV
6998-60-3

rifamycin SV

Rifamycin S
13553-79-2, 62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3

Rifamycin S

Conditions
ConditionsYield
With potassium hexacyanoferrate(III)
rifamycin SV
6998-60-3

rifamycin SV

3-Bromrifamycin S
57375-25-4

3-Bromrifamycin S

Conditions
ConditionsYield
With pyridinium hydrobromide perbromide In ethanol
rifamycin SV
6998-60-3

rifamycin SV

3-amino-O1,O4-didehydro-rifamycin
51756-80-0

3-amino-O1,O4-didehydro-rifamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K3Fe(CN)6 / pyridine
2: NH3 / dioxane
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-Chlorrifamycin S
57375-24-3

3-Chlorrifamycin S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridinium bromide perbromide / ethanol
2: LiCl / acetone
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-cyano-O1,O4-didehydro-rifamycin
57375-26-5

3-cyano-O1,O4-didehydro-rifamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K3Fe(CN)6 / pyridine
2: NH4Cl / dimethylformamide
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-cyano-rifamycin
61169-31-1

3-cyano-rifamycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: K3Fe(CN)6 / pyridine
2: NH4Cl / dimethylformamide
3: ascorbic acid / methanol; H2O
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-tert-butylsulfanyl-O1,O4-didehydro-rifamycin
57375-29-8

3-tert-butylsulfanyl-O1,O4-didehydro-rifamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K3Fe(CN)6 / pyridine
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-(4'-Phenylbutylamino)rifamycin SV
61169-32-2

3-(4'-Phenylbutylamino)rifamycin SV

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: K3Fe(CN)6 / pyridine
3: ascorbic acid / methanol; H2O
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

3-(4-phenyl-butylamino)-O1,O4-didehydro-rifamycin
57375-28-7

3-(4-phenyl-butylamino)-O1,O4-didehydro-rifamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K3Fe(CN)6 / pyridine
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

Rifamycin B
13929-35-6

Rifamycin B

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium chloride; oxygen / water
2: transketolase Rif15; cytochrome P450 enzyme Rif16; thiamine pyrophosphate; magnesium chloride / aq. buffer / 4 h / 28 °C / pH 7.4 / Enzymatic reaction
3: ferredoxin seFdx; ferredoxin reductasese FdR; NADPH; cytochrome P450 enzyme Rif16 / aq. buffer / 4 h / 28 °C / Enzymatic reaction
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

[39-13C]-rifamycin L

[39-13C]-rifamycin L

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium chloride; oxygen / water
2: ATP; hexokinase; phosphoglucose isomerase; transketolase Rif15; thiamine pyrophosphate; magnesium chloride / 16 h / 28 °C / Enzymatic reaction
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

C38(13)CH49NO14

C38(13)CH49NO14

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium chloride; oxygen / water
2: ATP; hexokinase; phosphoglucose isomerase; transketolase Rif15; thiamine pyrophosphate; magnesium chloride / 16 h / 28 °C / Enzymatic reaction
3: ferredoxin seFdx; ferredoxin reductasese FdR; NADPH; cytochrome P450 enzyme Rif16 / 16 h / 28 °C / Enzymatic reaction
View Scheme
rifamycin SV
6998-60-3

rifamycin SV

rifamycin L

rifamycin L

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium chloride; oxygen / water
2: transketolase Rif15; cytochrome P450 enzyme Rif16; thiamine pyrophosphate; magnesium chloride / aq. buffer / 4 h / 28 °C / pH 7.4 / Enzymatic reaction
View Scheme

RIFAMYCIN SV Chemical Properties

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;

RIFAMYCIN SV 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.

RIFAMYCIN SV 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.

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