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Substance Name: Miconazole nitrate [USAN:USP:JAN]
RN: 22832-87-7
UNII: VW4H1CYW1K
InChIKey: MCCACAIVAXEFAL-UHFFFAOYSA-N

Note

  • An imidazole antifungal agent that is used topically and by intravenous infusion.

Molecular Formula

  • C18-H14-Cl4-N2-O.H-N-O3

Molecular Weight

  • 479.1455
 

Classification Codes

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

Name of Substance

  • Miconazole nitrate [USAN:USP:JAN]

Synonyms

  • (+-)-Miconazole nitrate
  • 1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole mononitrate
  • 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, mononitrate
  • Aflorix
  • Albistat
  • Andergin
  • Brentan
  • Conofite
  • Crimak
  • Daktarin
  • Daktarin talc
  • Deralbine
  • Dermonistat
  • EINECS 245-256-6
  • Epi-Monistat
  • Florid
  • Gyno-Daktar
  • Gyno-Daktarin
  • Gyno-Monistat
  • Lotrimin AF Jock-Itch Powder Aerosol
  • Lotrimin AF Powder
  • Lotrimin AF Powder Aerosol
  • Lotrimin AF Spray Liquid
  • M-Zole 3 Combination pack
  • M-Zole 7 Dual pack
  • Mezolitan
  • Micatin
  • Miconal Ecobi
  • Miconazole 1
  • Miconazole 3
  • Miconazole 3 combination pack
  • Miconazole 7
  • Miconazole 7 combination pack
  • Miconazole nitrate
  • Miconazole nitrate combination pack
  • Micotef
  • Monistat
  • Monistat 1 combination pack
  • Monistat 3
  • Monistat 3 Combination Pack
  • Monistat 3 combination pack (prefilled)
  • Monistat 5
  • Monistat 7
  • Monistat 7 combination pack
  • Monistat Cream & Suppositories
  • Monistat Dual-pak
  • Monistat-3 Combination pack
  • Monistat-Derm
  • NSC 169434
  • R 14,889
  • R 14889
  • UNII-VW4H1CYW1K
  • Vusion
  • Zeasorb-AF

Systematic Names

  • 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, mononitrate
  • Imidazole, 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)-, mononitrate
  • Miconazole nitrate

Registry Numbers

CAS Registry Number

  • 22832-87-7

FDA UNII

  • VW4H1CYW1K

Other Registry Number

  • 75319-48-1

Related Registry Number

  • 22916-47-8 (Parent)

System Generated Number

  • 0022832877

Molecular Formulas

Molecular Formula

  • C18-H14-Cl4-N2-O.H-N-O3

Molecular Formula Fragments

  • C18-H14-Cl4-N2-O
  • COMPONENT
  • H-N-O3

Structure Descriptors

InChI

InChI=1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)

InChIKey

MCCACAIVAXEFAL-UHFFFAOYSA-N

Smiles

O[N+](=O)[O-].Clc1ccc(COC(Cn2ccnc2)c3ccc(Cl)cc3Cl)c(Cl)c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 160mg/kg (160mg/kg)   Chemotherapy Vol. 17(6), Pg. 392, 1972.
guinea pig LD50 oral 276mg/kg (276mg/kg)   Chemotherapy Vol. 17(6), Pg. 392, 1972.
mouse LD50 intraperitoneal 480mg/kg (480mg/kg)   Drugs in Japan Vol. 6, Pg. 809, 1982.
mouse LD50 intravenous 28mg/kg (28mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
mouse LD50 oral 578mg/kg (578mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Chemotherapy Vol. 17(6), Pg. 392, 1972.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 353, 1976.
rat LD50 intraperitoneal 1060mg/kg (1060mg/kg)   Drugs in Japan Vol. 6, Pg. 809, 1982.
rat LD50 intravenous 14700ug/kg (14.7mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat LD50 oral 920mg/kg (920mg/kg)   Drugs in Japan Vol. 6, Pg. 809, 1982.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 353, 1976.