3-Formyl Rifamycin

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Names

[ CAS No. ]:
13292-22-3

[ Name ]:
3-Formyl Rifamycin

[Synonym ]:
(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-Formyl-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1.0]triaconta-1( 
29),2,4,9,19,21,25,27-octaen-13-yl acetate
(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-Formyl-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1.0]triaconta-1(28),2,4,9,19,21,25(29),26-octaen-13-yl acetate
2,7-(Epoxy[1,11,13]pentadecatrienoimino)naphtho[2,1-b]furan-8-carboxaldehyde, 21-(acetyloxy)-1,2-dihydro-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-
3-Formylrifamycin

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
855.4±65.0 °C at 760 mmHg

[ Melting Point ]:
182-184°C

[ Molecular Formula ]:
C38H47NO13

[ Molecular Weight ]:
725.779

[ Flash Point ]:
471.1±34.3 °C

[ Exact Mass ]:
725.304749

[ PSA ]:
218.38000

[ LogP ]:
2.85

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.633

[ Storage condition ]:
-20°C Freezer, Under Inert Atmosphere

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KD1600000
CHEMICAL NAME :
2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b) furan-8-carboxaldehyd e, 1,2-dihydro-5, 6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,2 2-heptamethyl-1,11-di oxo-, 21-acetate
CAS REGISTRY NUMBER :
13292-22-3
LAST UPDATED :
199703
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C38-H47-N-O13
MOLECULAR WEIGHT :
725.86

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
907 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4002754
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
416 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4002754
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
299 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
38KLAC "Structure-Activity Relationship among the Semisynthetic Antibiotics," Perlman, D., ed., New York, Academic Press, 1977 Volume(issue)/page/year: -,531,1977

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Rifampicin

DownStream

  • 3-[(2-pyrrolidin-1-yl-ethoxyimino)-methyl]-rifamycin
  • Rifamycin,3-[[[2-(1-piperidinyl)ethoxy]imino]methyl]- (9CI)
  • Rifampicin AF 013
  • nsc143485
  • nsc143488
  • 2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione, 3-formyl-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate, O-methyloxime
  • Rifamycin,3-[(hydroxyimino)methyl]-
  • NCI 143-447
  • Rifamycin AF/RP
  • nsc143484

Related Compounds

  • 3-Formyl rifamycin SV O-3-phenylpropyl oxime
  • 3-formyl-1-methyl-1-phenylbut-3-enyl acetate
  • 3-formyl-1-(2-iodoethyl)indole
  • 3-formyl-5-phenyl-3H-[1,2,3,4]oxathiadiazole 2-oxide
  • (3-formyl-4-hydroxyphenyl) 3,4,5-tridodecoxybenzoate
  • (3-formyl-4-hydroxyphenyl) 3,4,5-trihexadecoxybenzoate
  • (4R)-3-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid
  • (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(2,2,2-trifluoroethyl)amino)-3-methylbutanoic acid
  • 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(piperidin-4-yl)amino)acetic acid
  • 1-[(1-{[(9H-fluoren-9-yl)methoxy]carbonyl}piperidin-2-yl)methyl]-4-(trifluoromethyl)-1H-pyrrole-3-carboxylic acid
  • 6-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2-(methoxycarbonyl)-6-azaspiro[3.4]octane-8-carboxylic acid
  • 2-{[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1-methyl-1H-pyrazol-3-yl]formamido}-2-methylbutanoic acid
  • 3-{N-ethyl-1-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1-methyl-1H-pyrazol-5-yl]formamido}butanoic acid
  • 2-{1-[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1-methyl-1H-pyrazol-4-yl]-N-(2-hydroxyethyl)formamido}acetic acid
  • 2-({[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1-methyl-1H-pyrazol-5-yl]formamido}methyl)cyclopropane-1-carboxylic acid
  • 2-[(2-{[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1-methyl-1H-pyrazol-5-yl]formamido}ethyl)sulfanyl]acetic acid
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