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Substance Name: Clindamycin hydrochloride [USP:BAN:JAN]
RN: 21462-39-5
UNII: T20OQ1YN1W
InChIKey: AUODDLQVRAJAJM-XJQDNNTCSA-N

Note

  • An antibacterial agent that is a semisynthetic analog of LINCOMYCIN.

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent

Molecular Formula

  • C18-H33-Cl-N2-O5-S.Cl-H

Molecular Weight

  • 461.4476
 
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Names and Synonyms

Name of Substance

  • Clindamycin hydrochloride [USP:BAN:JAN]

Synonyms

  • 7(S)-Chloro-7-deoxylincomycin hyddrochloride
  • 7-Chloro-7-deoxylincomycin hydrochloride
  • Antirobe vet.
  • Cleocin
  • Cleocin HCl
  • Cleocin hydrochloride
  • Clindamycin HCl
  • Clindamycin hydrochloride
  • Clinsol
  • Clintabs
  • EC 244-398-6
  • EINECS 244-398-6
  • Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-alpha-D-galacto-octopyranoside monohydrochloride
  • U 21251F
  • U-21251F
  • UNII-T20OQ1YN1W

Systematic Names

  • Clindamycin hydrochloride
  • L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, monohydrochloride
  • L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, (2S-trans)-, monohydrochloride
  • L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-L-2-pyrrolidinyl)carbonyl)amino)-1-thio-, monohydrochloride, trans-alpha-

Registry Numbers

CAS Registry Number

  • 21462-39-5

FDA UNII

  • T20OQ1YN1W

Other Registry Numbers

  • 26884-28-6
  • 32795-16-7

Related Registry Number

  • 18323-44-9 (Parent)

System Generated Number

  • 0021462395

Molecular Formulas

Molecular Formula

  • C18-H33-Cl-N2-O5-S.Cl-H

Molecular Formula Fragments

  • C18-H33-Cl-N2-O5-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C18H33ClN2O5S.ClH/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1

InChIKey

AUODDLQVRAJAJM-XJQDNNTCSA-N

Smiles

Cl.CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 1100mg/kg (1100mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 18, Pg. 354, 1971.
mouse LD50 intraperitoneal 361mg/kg (361mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.
mouse LD50 intravenous 245mg/kg (245mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology and Applied Pharmacology. Vol. 21, Pg. 516, 1972.
mouse LD50 oral 2539mg/kg (2539mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 18, Pg. 354, 1971.
mouse LD50 subcutaneous 1036mg/kg (1036mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 18, Pg. 354, 1971.
rat LD50 intramuscular 273mg/kg (273mg/kg)   Drugs in Japan Vol. -, Pg. 331, 1990.
rat LD50 intraperitoneal 745mg/kg (745mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 18, Pg. 354, 1971.
rat LD50 oral 2193mg/kg (2193mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 18, Pg. 354, 1971.
rat LD50 subcutaneous 2618mg/kg (2618mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toxicology and Applied Pharmacology. Vol. 21, Pg. 516, 1972.