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Substance Name: Colistimethate sodium [USAN:USP:INN:BAN]
RN: 8068-28-8
UNII: XW0E5YS77G
InChIKey: IQWHCHZFYPIVRV-UHFFFAOYSA-I

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Molecular Formulas

  • C58-H105-N16-Na5-O28-S5
  • Unspecified

Molecular Weight

  • 1749.8315
 
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Names and Synonyms

Name of Substance

  • Colistimethate sodium [USAN:USP:INN:BAN]

Synonyms

  • Colimicina
  • Colimycin M
  • Colimyscine
  • Colistimethate
  • Colistimethate sodium
  • Colistin
  • Colistin sodium methanesulfonate
  • Colistin sulfomethate
  • Colistin sulfomethate sodium
  • Colistinemethanesulfonate sodique
  • Colistrimethate sodium
  • Colomycin
  • Coly-mycin
  • Coly-mycin injectable
  • Coly-Mycin M
  • Coly-Mycin M Parenteral
  • Colymycin M
  • EINECS 232-516-9
  • Pentasodium colistinmethanesulfonate
  • Sodium colistimethate
  • Sodium colistin methanesulfonate
  • Sodium colistinemethanesulfonate
  • UNII-XW0E5YS77G
  • W 1929

Systematic Names

  • Colistimethate sodium
  • Colistinmethanesulfonic acid, sodium salt

Registry Numbers

CAS Registry Number

  • 8068-28-8

FDA UNII

  • XW0E5YS77G

Other Registry Numbers

  • 11033-40-2
  • 11048-71-8
  • 12676-33-4
  • 12768-67-1
  • 155704-91-9
  • 1867-68-1
  • 21362-08-3
  • 2680-63-9
  • 37196-55-7
  • 8068-37-9

Related Registry Number

  • 12705-41-8 (Parent)

System Generated Number

  • 0008068288

Structure Descriptors

InChI

InChI=1S/C58H110N16O28S5.5Na/c1-9-35(6)12-10-11-13-46(77)65-38(14-20-59-28-103(88,89)90)53(82)74-48(37(8)76)58(87)70-41(17-23-62-31-106(97,98)99)50(79)68-43-19-25-64-57(86)47(36(7)75)73-54(83)42(18-24-63-32-107(100,101)102)67-49(78)39(15-21-60-29-104(91,92)93)69-55(84)44(26-33(2)3)72-56(85)45(27-34(4)5)71-52(81)40(66-51(43)80)16-22-61-30-105(94,95)96;;;;;/h33-45,47-48,59-63,75-76H,9-32H2,1-8H3,(H,64,86)(H,65,77)(H,66,80)(H,67,78)(H,68,79)(H,69,84)(H,70,87)(H,71,81)(H,72,85)(H,73,83)(H,74,82)(H,88,89,90)(H,91,92,93)(H,94,95,96)(H,97,98,99)(H,100,101,102);;;;;/q;5*+1/p-5

InChIKey

IQWHCHZFYPIVRV-UHFFFAOYSA-I

Smiles

[Na+].[Na+].[Na+].[Na+].[Na+].CCC(C)CCCCC(=O)NC(CCNCS(=O)(=O)[O-])C(=O)NC(C(C)O)C(=O)NC(CCNCS(=O)(=O)[O-])C(=O)NC1CCNC(=O)C(NC(=O)C(CCNCS(=O)(=O)[O-])NC(=O)C(CCNCS(=O)(=O)[O-])NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCNCS(=O)(=O)[O-])NC1=O)C(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo intramuscular 90mg/kg/18H-I (90mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
JAMA, Journal of the American Medical Association. Vol. 207, Pg. 2099, 1969.
guinea pig LD50 intramuscular 444mg/kg (444mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 21, Pg. 737, 1981.
human TDLo intramuscular 56700ug/kg/9D (56.7mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Annals of Internal Medicine. Vol. 66, Pg. 1052, 1967.
mouse LD50 intramuscular 748mg/kg (748mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 21, Pg. 737, 1981.
mouse LD50 intraperitoneal 126mg(base)/k (126mg/kg)   Antibiotics Annual. Vol. 7, Pg. 41, 1959/1960.
mouse LD50 intravenous 222mg(base)/k (222mg/kg)   Antibiotics Annual. Vol. 7, Pg. 41, 1959/1960.
mouse LD50 oral > 767mg(base)/ (767mg/kg)   Antibiotics Annual. Vol. 7, Pg. 41, 1959/1960.
mouse LD50 subcutaneous 138mg(base)/k (138mg/kg)   Antibiotics Annual. Vol. 7, Pg. 41, 1959/1960.
rabbit LD50 intramuscular 465mg/kg (465mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 21, Pg. 737, 1981.
rat LD50 intramuscular 44mg/kg (44mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intraperitoneal 86mg/kg (86mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 541, 1973.
rat LD50 oral 5450mg/kg (5450mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 541, 1973.
rat LD50 subcutaneous 87mg/kg (87mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 541, 1973.