Capreomycin Sulfate

Names

[ Name ]:
Capreomycin Sulfate

[Synonym ]:
N-{[(2S,5S,8Z,11S,15S)-15-Amino-11-[(4R)-2-amino-3,4,5,6-tetrahydro-4-pyrimidinyl]-8-[(carbamoylamino)methylene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}-L-ornithinamide sulfate (1:1)
EINECS 215-776-8
Capastat sulfate
Pentanamide, 2,5-diamino-N-[[(2S,5S,8Z,11S,15S)-15-amino-8-[[(aminocarbonyl)amino]methylene]-11-[(4R)-2-amino-3,4,5,6-tetrahydro-4-pyrimidinyl]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadec-5-yl]methyl]-, (2S)-, sulfate (1:1) (salt)
MFCD00079032
Capreomycin (sulfate)

Biological Activity

[Description]:

Capreomycin is a peptide antibiotic, commonly grouped with the aminoglycosides, which is given in combination with other antibiotics for MDR-tuberculosis.IC50 value:Target: The drug should not be given with streptomycin or other drugs that may damage the auditory vestibular nerve. Patients on this drug will often require audiology tests. It is a cyclic peptide.Capreomycin is administered intramuscularly and shows bacteriostatic activity.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Research Areas >> Infection

[References]

[1]. Johansen SK, et al. Capreomycin binds across the ribosomal subunit interface using tlyA-encoded 2'-O-methylations in 16S and 23S rRNAs. Mol Cell. 2006 Jul 21;23(2):173-82.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
1376.7ºC at 760mmHg

[ Molecular Formula ]:
C₂₅H₄₆N₁₄O₁₁S

[ Molecular Weight ]:
750.78

[ Flash Point ]:
786.4ºC

[ PSA ]:
458.90000

[ Vapour Pressure ]:
0mmHg at 25°C

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: soluble50mg/mL | Freely soluble in water

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EX8930000

CHEMICAL NAME :: Capreomycin, sulfate (salt)

CAS REGISTRY NUMBER :: 1405-37-4

LAST UPDATED :: 199504

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1191 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,259,1990

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 325 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,259,1990

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 514 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,175,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,259,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5273 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 307 (estimated) No. of Female Employees: 251 (estimated)

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302 + H312 + H332-H360

[ Precautionary Statements ]:
P201-P261-P280-P301 + P312 + P330-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R61

[ Safety Phrases ]:
53-22-36/37/39-45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
EX8930000

Articles

Antibiotic Susceptibility Patterns of Mycobacterium tuberculosis Isolates from Guizhou Province of China Against 13 Antituberculosis Drugs.

Microb. Drug Resist. 21 , 292-6, (2015)

A total of 92 Mycobacterium tuberculosis isolates were collected from patients with pulmonary tuberculosis (TB) in the Zunyi region between 2011 and 2012. Collected isolates were used to determine ant...

Molecular basis for the selectivity of antituberculosis compounds capreomycin and viomycin.

Antimicrob. Agents Chemother. 55 , 4712 - 4717, (2011)

Capreomycin and the structurally similar compound viomycin are cyclic peptide antibiotics which are particularly active against Mycobacterium tuberculosis, including multidrug resistant strains. Both ...

Mutation of tlyA confers capreomycin resistance in Mycobacterium tuberculosis.

Antimicrob. Agents Chemother. 49 , 571-577, (2005)

Capreomycin, an important drug for the treatment of multidrug-resistant tuberculosis, is a macrocyclic peptide antibiotic produced by Saccharothrix mutabolis subspecies capreolus. The basis of resista...