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Substance Name: Meclocycline [USAN:INN:BAN]
RN: 2013-58-3
UNII: 23Q8M2HE6S
InChIKey: GGQJXCQBBONZFX-IWVLMIASSA-N

Note

  • Totally insoluble in water, not absorbed from the gut; used topically; may cause liver & kidney damage if given intravenously.

Molecular Formula

  • C22-H21-Cl-N2-O8

Molecular Weight

  • 476.8669
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
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Names and Synonyms

Name of Substance

  • Meclocycline
  • Meclocycline [USAN:INN:BAN]

Synonyms

  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-
  • 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide
  • 7-Chloro-6-methylene-5-oxytetracycline
  • 7-Cloro-6-metilene-5-ossitetraciclina
  • 7-Cloro-6-metilene-5-ossitetraciclina [Italian]
  • EINECS 217-938-3
  • GS 2989
  • GS-2989
  • Meclociclina
  • Meclociclina [INN-Spanish]
  • Meclociclina [Italian]
  • Meclocycline
  • Meclocyclinum
  • Meclocyclinum [INN-Latin]
  • NSC 78502
  • UNII-23Q8M2HE6S

Systematic Names

  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-
  • Meclocycline

Registry Numbers

CAS Registry Number

  • 2013-58-3

FDA UNII

  • 23Q8M2HE6S

System Generated Number

  • 0002013583

Structure Descriptors

InChI

1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26,28-30,33H,1H2,2-3H3,(H2,24,32)/t10-,14-,15+,17+,22+/m1/s1

InChIKey

GGQJXCQBBONZFX-IWVLMIASSA-N

Smiles

CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)c4c(ccc(c4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 425mg/kg (425mg/kg)   Giornale Italiano di Chemioterapia. Italian Journal of Chemotherapy. Vol. 17, Pg. 276, 1970.
mouse LD50 oral 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1022, 1972.
rat LD50 oral 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1022, 1972.