capreomycin

Modify Date: 2024-01-02 18:12:30

capreomycin Structure
capreomycin structure
Common Name capreomycin
CAS Number 11003-38-6 Molecular Weight 766.784
Density N/A Boiling Point 1376.7ºC at 760 mmHg
Molecular Formula C25H46N14O12S Melting Point N/A
MSDS N/A Flash Point 786.4ºC

 Use of capreomycin


Capreomycin is a macrocyclic peptide antibiotic. Capreomycin can be used for anti-multidrug-resistant-tuberculosis research. Capreomycin can inhibit phenylalanine synthesis in in mycobacterial ribosomes translation[1][2]

 Names

Name 3,6-Diamino-N-{[(8Z)-15-amino-11-(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}hexanamide sulfate (1:1)
Synonym More Synonyms

 capreomycin Biological Activity

Description Capreomycin is a macrocyclic peptide antibiotic. Capreomycin can be used for anti-multidrug-resistant-tuberculosis research. Capreomycin can inhibit phenylalanine synthesis in in mycobacterial ribosomes translation[1][2]
Related Catalog
Target

Mycobacterial[1]

In Vivo Capreomycin (1.4, 7.2, and 14.5 mg/kg for inhale; 20 mg/kg for i.m.; 4 weeks) decreases the wet lung weight and lowers bacterial burden in the lungs of infected guinea pigs[2]. Animal Model: Male guinea pigs [836 ± 162.3 g; infected via the respiratory route with nebulized suspensions 2 × 105 CFU/mL of Mycobacterium tuberculosis (strain H37Rv)][2] Dosage: 1.4, 7.2, and 14.5 mg/kg for inhale; 20 mg/kg for i.m. Administration: Inhaling or i.m.; 4 weeks Result: Significantly decreased the wet lung weight at 14.5 mg/kg, and smaller than receiving 1.4 mg/kg group and controls. Significantly lowered bacterial burden in the lungs (3.52 ± 0.20 CFU/mL; P < 0.05) at 14.5 mg/kg than controls (4.58 ± 0.20 CFU/mL) and at 1.4 and 7.2 mg/kg (4.02 ± 0.32 and 4.01 ± 0.29 CFU/mL, respectively).
References

[1]. Maus CE, et al. Mutation of tlyA confers capreomycin resistance in Mycobacterium tuberculosis. Antimicrob Agents Chemother. 2005 Feb;49(2):571-7.

[2]. Garcia-Contreras L, et al. Inhaled large porous particles of capreomycin for treatment of tuberculosis in a guinea pig model. Antimicrob Agents Chemother. 2007 Aug;51(8):2830-6.

 Chemical & Physical Properties

Boiling Point 1376.7ºC at 760 mmHg
Molecular Formula C25H46N14O12S
Molecular Weight 766.784
Flash Point 786.4ºC
Exact Mass 766.314026
PSA 480.83000
Vapour Pressure 0mmHg at 25°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EX8920000
CHEMICAL NAME :
Capreomycin
CAS REGISTRY NUMBER :
11003-38-6
LAST UPDATED :
198910

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1371 mg/kg/96D-I
TOXIC EFFECTS :
Vascular - BP elevation not characterized in autonomic section Nutritional and Gross Metabolic - changes in potassium Nutritional and Gross Metabolic - metabolic alkalosis
REFERENCE :
AJKDDP American Journal of Kidney Diseases. (Grune & Stratton, Inc., Journal Subscription Dept., POB 6280, Duluth, MN 55806) V.1- 1981- Volume(issue)/page/year: 7,245,1986
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 :
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 25,353,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
238 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 25,353,1974

 Synonyms

3,6-diamino-N-(((8E)-15-amino-3,6,9,12,16-pentahydroxy-8-(((hydroxy(imino)methyl)amino)methylene)-2-(hydroxymethyl)-11-(2-iminohexahydropyrimidin-4-yl)-1,4,7,10,13-pentaazacyclohexadeca-3,6,9,12,16-pentaen-5-yl)methyl)hexanimidic acid compound with sulfuric acid (1:1)
3,6-Diamino-N-{[(8Z)-15-amino-11-(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}hexanamide sulfate (1:1)
Hexanamide, 3,6-diamino-N-[[(8Z)-15-amino-8-[[(aminocarbonyl)amino]methylene]-11-(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]-, sulfate (1:1) (salt)
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