Capreomycin

Capreomycin: Capreomycin

Systematic (IUPAC) name

(3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide

Clinical data

AHFS/Drugs.com monograph

MedlinePlus a682860

Pregnancy cat. ?

Legal status ?

Identifiers

CAS number 11003-38-6^Y

ATC code J04AB30

PubChem CID 3032400

DrugBank APRD00844

ChemSpider 21106276^Y

UNII 232HYX66HC^Y

KEGG D00135^N

ChEMBL CHEMBL1201252^N

Chemical data

Formula C₂₅H₄₄N₁₄O₈

Mol. mass 668.706 g/mol

InChI

InChI=1S/C25H44N14O8.C25H44N14O7/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b15-9-;16-10-/t11-,12?,13?,14+,16+,18?;11-,12+,13?,14?,15-,18?/m10/s1^Y
Key:VCOPTHOUUNAYKQ-TWKMCICTSA-N^Y

N(what is this?) (verify)

Capreomycin is a peptide antibiotic, commonly grouped with the aminoglycosides, which is given in combination with other antibiotics for tuberculosis. Adverse effects include nephrotoxicity and 8th cranial nerve toxicity.

The drug should not be given with streptomycin or other drugs that may damage the 8th nerve.

It is a cyclic peptide. Capreomycin is administered intramuscularly and shows bacteriostatic activity. ^[1]

References

^ PMID 16857584

v · d · eAntimycobacterials, including tuberculosis treatment and leprostatic agents (J04)

Nucleic acid inhibitor

Rifamycins/
RNA polymerase inhibitor

Rifampicin^# • Rifabutin • Rifapentine

Antifolates/DSI

Dapsone^# • Acedapsone • Aldesulfone sodium

ASA

4-Aminosalicylic acid^# (Calcium aminosalicylate, Sodium aminosalicylate)

Protein synthesis inhibitor

Aminoglycosides

Amikacin^# • Capreomycin^# • Kanamycin^# • Streptomycin^#

Oxazolidone

Linezolid

Cell envelope antibiotic

Peptidoglycan layer

Alanine analogue: Cycloserine^#

Arabinogalactan layer

Ethylenediamine/arabinosyltransferase inhibitor: Ethambutol^#
SQ109^†

Mycolic acid layer

Hydrazides/mycolic acid synth. inhibition: Isoniazid^#
Thiocarbamides: Ethionamide^# • Prothionamide • Thiocarlide

Other/unknown
phenazine (Clofazimine)^# • pyrazine (Pyrazinamide^#, Morinamide) • isoxazole (Terizidone) • R207910/TMC207^†

Combinations
Rifampicin/isoniazid/pyrazinamide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)

This antiinfective drug article is a stub. You can help Wikipedia by expanding it.

Academic Dictionaries and Encyclopedias

Capreomycin

References

Look at other dictionaries:

Share the article and excerpts



Systematic (IUPAC) name
(3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a682860
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	11003-38-6^Y
ATC code	J04AB30
PubChem	CID 3032400
DrugBank	APRD00844
ChemSpider	21106276^Y
UNII	232HYX66HC^Y
KEGG	D00135^N
ChEMBL	CHEMBL1201252^N
Chemical data
Formula	C₂₅H₄₄N₁₄O₈
Mol. mass	668.706 g/mol
InChI InChI=1S/C25H44N14O8.C25H44N14O7/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b15-9-;16-10-/t11-,12?,13?,14+,16+,18?;11-,12+,13?,14?,15-,18?/m10/s1^Y Key:VCOPTHOUUNAYKQ-TWKMCICTSA-N^Y
N(what is this?) (verify)

Academic Dictionaries and Encyclopedias

Wikipedia

Capreomycin

References

Look at other dictionaries:

Share the article and excerpts

Direct link