Details
Stereochemistry | ACHIRAL |
Molecular Formula | C9H4Cl3IO |
Molecular Weight | 361.391 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC(Cl)=C(Cl)C=C1OCC#CI
InChI
InChIKey=CTETYYAZBPJBHE-UHFFFAOYSA-N
InChI=1S/C9H4Cl3IO/c10-6-4-8(12)9(5-7(6)11)14-3-1-2-13/h4-5H,3H2
Haloprogin is an active synthetic antifungal and antimonilial agent that was effective in the treatment of superficial fungal and monilial infections of the skin. Because of these two basic therapeutic effects, haloprogin was especially useful in the treatment of infections when the identity of the specific causative organism had not been established or is being determined. Studies in-vitro demonstrated antifungal, antimonilial and antibacterial activity. It was shown to demonstrate marked in-vitro activity against Staphylococcus and Streptococcus. Haloprogin is no longer available in the US.
Originator
Sources: http://www.ncbi.nlm.nih.gov/pubmed/5422306
Curator's Comment: Preliminary data on the antifungal properties of haloprogin, originally identified as M1028, were reported by Seki and associates in 1964.
Approval Year
PubMed
Title | Date | PubMed |
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Haloprogin: a topical antifungal agent. | 1970 May |
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Haloprogin: mode of action studies in Candida albicans. | 1974 Sep |
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In vitro activity of ME1401, a new antifungal agent. | 1986 Nov |
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Synthesis and quantitative structure-activity relationship analysis of N-triiodoallyl- and N-iodopropargylazoles. New antifungal agents. | 1987 Mar |
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Synthesis and microbiological activity of some novel 5- or 6-methyl-2-(2,4-disubstituted phenyl) benzoxazole derivatives. | 1998 May 30 |
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(E)-2-{(2-Hydroxy-naphthalen-1-yl)methyl-ene}hydrazinecarboxamide. | 2009 Apr 25 |
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N-(3,4-Dichloro-phen-yl)-3-oxo-butanamide. | 2009 Dec 4 |
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3-(2,6-Dioxopiperidin-3-yl)-3-aza-bicyclo-[3.2.0]heptane-2,4-dione. | 2009 Jan 28 |
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3-(2-Chloro-ethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one. | 2009 Jul 25 |
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1-(2-Methyl-5-nitro-phenyl)guanidinium picrate. | 2009 Oct 17 |
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2-Amino-4-meth-oxy-6-methyl-pyrimidin-1-ium picrate. | 2010 Apr 28 |
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5,7-Dimethyl-2,3-dihydro-1H-1,4-diazepin-4-ium picrate. | 2010 Apr 28 |
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Dibenzo[b,e]thiepin-11(6H)-one. | 2010 Jan 13 |
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N-(5-Amino-2-methyl-phen-yl)-4-(3-pyri-dyl)-pyrimidin-2-amine. | 2010 Jan 13 |
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Chlorimipraminium picrate. | 2010 Jan 13 |
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(2E)-1-(2-Bromo-phen-yl)-3-(4-meth-oxy-phen-yl)prop-2-en-1-one. | 2010 Jun 16 |
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4-Phenyl-sulfon-yl-2-(p-tolyl-sulfon-yl)-1H,8H-pyrrolo-[2,3-b]indole. | 2010 Oct 9 |
Sample Use Guides
1% cream or solution applied liberally to the affected area twice daily
Route of Administration:
Topical
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/5422306
The in vitro fungistatic concentrations were determined by a serial dilution method using Sabouraud's liquid medium. The concentration of drug tested ranged from 0.19 to 100 ug/ml. All tubes were inoculated with approximately 10(5) viable macrospores obtained by washing the surface of a 14-day slant culture of the test dermatophyte with Sabouraud's liquid medium and diluting to the desired concentration. The inoculated assay tubes were incubated at room temperature (28 Celsius) for 7 days and examined for visible growth.
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NCI_THESAURUS |
C514
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WHO-ATC |
D01AE11
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NCI_THESAURUS |
C28394
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CFR |
21 CFR 333.210
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WHO-VATC |
QD01AE11
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1355
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m1184
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C65842
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100071
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DTXSID9046865
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C100276
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CHEMBL1289
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HALOPROGIN
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777-11-7
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100000083926
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ACTIVE MOIETY