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Substance Name: Griseofulvin [USP:INN:BAN:JAN]
RN: 126-07-8
UNII: 32HRV3E3D5
InChIKey: DDUHZTYCFQRHIY-RBHXEPJQSA-N

Note

  • An antifungal agent used in the treatment of TINEA infections.

Molecular Formula

  • C17-H17-Cl-O6

Molecular Weight

  • 352.7683
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Fungicide, Bactericide, Wood Preservative
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 2B

Names and Synonyms

Name of Substance

  • Griseofulvin
  • Griseofulvin [USP:INN:BAN:JAN]
  • Griseofulvin [USP:INN]

MeSH Heading

  • Griseofulvin

Synonyms

  • (1'S,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
  • (1'S-trans)- 7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-cyclohex-2'-ene)-3,4'-dione
  • (2S-trans)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
  • 5-18-05-00150 (Beilstein Handbook Reference)
  • 7-Chloro-2',4,6-trimethoxy-6'beta-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
  • 7-Chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione
  • 7-Chloro-4,6-dimethoxycoumaran-3-one-2-spiro-1'-(2'-methoxy-6'-methylcyclohex-2'-en-4'-one)
  • AI3-51015
  • Amudane
  • Biogrisin-FP
  • BRN 0095226
  • Caswell No. 471B
  • CCRIS 320
  • Curling factor
  • Delmofulvina
  • EINECS 204-767-4
  • EPA Pesticide Chemical Code 471400
  • Fulcin
  • Fulcine
  • Fulvican grisactin
  • Fulvicin
  • Fulvicin Bolus
  • Fulvicin Bolus (Veterinary)
  • Fulvicin P/G
  • Fulvicin P/G 165
  • Fulvicin P/G 330
  • Fulvicin-P/G
  • Fulvicin-U/F
  • Fulvicin-U/F (Veterinary)
  • Fulvicin-U/F Powder and Tablets
  • Fulvidex
  • Fulvidex (Veterinary)
  • Fulvina
  • Fulvinil
  • Fulvistatin
  • Fungivin
  • Greosin
  • Gresfeed
  • Gricin
  • Grifulin
  • Grifulvin
  • Grifulvin V
  • Gris-PEG
  • Grisactin
  • Grisactin ultra
  • Grisactin V
  • Griscofulvin
  • Grisefuline
  • Griseo
  • Griseofulvin
  • Griseofulvin forte
  • Griseofulvin microsize
  • Griseofulvin, microcrystalline
  • Griseofulvin, ultramicrocrystalline
  • Griseofulvin-forte
  • Griseofulvina
  • Griseofulvina [INN-Spanish]
  • Griseofulvine
  • Griseofulvine [INN-French]
  • Griseofulvinum
  • Griseofulvinum [INN-Latin]
  • Griseomix
  • Grisetin
  • Grisofulvin
  • Grisovin
  • Grizeofulvin
  • Grysio
  • Guservin
  • HSDB 1722
  • Lamoryl
  • Likuden
  • Murfulvin
  • Neo-fulcin
  • NSC 34533
  • Poncyl
  • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)-
  • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (2S-trans)-
  • Spirofulvin
  • Ultragris-165
  • Ultragris-330
  • UNII-32HRV3E3D5
  • USAF SC-2
  • Xuanjing

Systematic Names

  • Griseofulvin
  • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S,6'R)-
  • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)-

Superlist Name

  • Griseofulvin

Registry Numbers

CAS Registry Number

  • 126-07-8

FDA UNII

  • 32HRV3E3D5

Other Registry Numbers

  • 11103-62-1
  • 24659-79-8
  • 3426-54-8
  • 8027-03-0
  • 8055-10-5

System Generated Number

  • 0000126078

Structure Descriptors

InChI

1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1

InChIKey

DDUHZTYCFQRHIY-RBHXEPJQSA-N

Smiles

COC1=CC(=O)C[C@@H](C)[C@]12Oc3c(Cl)c(OC)cc(OC)c3C2=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 280mg/kg (280mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960.
mouse LD50 oral > 50gm/kg (50000mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960.
mouse LD50 subcutaneous > 12gm/kg (12000mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960.
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960.
rat LD50 intravenous 400mg/kg (400mg/kg) BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
Nature. Vol. 182, Pg. 1320, 1958.
rat LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 215, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 220 deg C   EXP
log P (octanol-water) 2.18 (none)   EXP
Water Solubility 8.64 mg/L 25 EXP
Vapor Pressure 9.59E-09 mm Hg 25 EST
Henry's Law Constant 1.42E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.35E-10 cm3/molecule-sec 25 EST

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