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Substance Name: Rolitetracycline [USAN:USP:INN:BAN:JAN]
RN: 751-97-3
UNII: GH9IW85221
InChIKey: HMEYVGGHISAPJR-IAHYZSEUSA-N

Note

  • A pyrrolidinylmethyl TETRACYCLINE.

Molecular Formula

  • C27-H33-N3-O8

Molecular Weight

  • 527.5707
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Rolitetracycline
  • Rolitetracycline [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Rolitetracycline

Synonyms

  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(1-pyrrolidinylmethyl)-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(1-pyrrolidinylmethyl)-2-naphthacenecarboxamide
  • Bristacin
  • EINECS 212-031-9
  • N-(1-Pyrrolidinylmethyl)-tetracycline
  • N-(Pyrrolidinomethyl)tetracycline
  • n-Pyrrolidino-methyl-tetracycline
  • Pirrolidinometil-tetraciclina
  • Pirrolidinometil-tetraciclina [Italian]
  • Prm-TC
  • Pyrrolidino-methyl-tetracycline
  • Reverin
  • Rolitetraciclina
  • Rolitetraciclina [INN-Spanish]
  • Rolitetracycline
  • Rolitetracyclinum
  • Rolitetracyclinum [INN-Latin]
  • SQ 15,659
  • Superciclin
  • Synotodecin
  • Syntetrex
  • Syntetrin
  • Tetracycline, pyrrolidinomethyl-
  • Transcycline
  • UNII-GH9IW85221
  • Velacicline
  • Velacycline

Systematic Names

  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(1-pyrrolidinylmethyl)-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • Rolitetracycline

Registry Numbers

CAS Registry Number

  • 751-97-3

FDA UNII

  • GH9IW85221

Related Registry Numbers

  • 20685-78-3 (mononitrate)
  • 7681-32-5 (nitrate)

System Generated Number

  • 0000751973

Structure Descriptors

InChI

1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1

InChIKey

HMEYVGGHISAPJR-IAHYZSEUSA-N

Smiles

CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)NCN4CCCC4)C(=O)c5c(O)cccc5[C@@]3(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 93mg/kg (93mg/kg)   Drugs in Japan Vol. 6, Pg. 914, 1982.
mouse LD50 intraperitoneal 225mg/kg (225mg/kg)   United States Patent Document. Vol. #3846486,
mouse LD50 intravenous 75mg/kg (75mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 63, 1959.
mouse LD50 oral 1320mg/kg (1320mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
rabbit LD50 intravenous 47mg/kg (47mg/kg)   Drugs in Japan Vol. 6, Pg. 914, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.660 (none)   EST
Water Solubility 5.55E+05 mg/L   EXP
Atmospheric OH Rate Constant 2.34E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.