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
Molecular Formula | C9H4Cl3IO |
Molecular Weight | 361.391 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 microbiological activity of some novel 5- or 6-methyl-2-(2,4-disubstituted phenyl) benzoxazole derivatives. | 1998 May 30 |
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Synthesis and microbiological activity of some N-(o-hydroxyphenyl)benzamides and phenylacetamides as the possible metabolites of antimicrobial active benzoxazoles: part II. | 2000 Jun-Jul |
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(E)-2-{(2-Hydroxy-naphthalen-1-yl)methyl-ene}hydrazinecarboxamide. | 2009 Apr 25 |
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1-(5-Carboxy-pent-yl)-2,3,3-trimethyl-3H-indol-1-ium bromide monohydrate. | 2009 Dec 16 |
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2,4-Dichloro-1-[1-(2,4-dichloro-benz-yl-oxy)eth-yl]benzene. | 2009 Dec 16 |
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Gabapentin-lactum-chloranilic acid (1/1). | 2009 Dec 16 |
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11-[3-(Dimethyl-amino)prop-yl]-6,11-dihydro-dibenzo[b,e]thiepin-11-ol. | 2009 Dec 16 |
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6,11-Dihydro-dibenz[b,e]oxepin-11-one. | 2009 Dec 16 |
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N-(3,4-Dichloro-phen-yl)-3-oxo-butanamide. | 2009 Dec 4 |
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(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]phenolate. | 2009 Feb 11 |
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(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]-4-nitro-phenolate. | 2009 Jan 14 |
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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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A second polymorph of (2E)-1-(4-fluoro-phen-yl)-3-(3,4,5-trimethoxy-phen-yl)prop-2-en-1-one. | 2009 Jul 25 |
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Environmental stresses inhibit splicing in the aquatic fungus Blastocladiella emersonii. | 2009 Oct 29 |
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7-(4-Bromo-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine. | 2010 Feb 10 |
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6-{[(Benz-yloxy)carbon-yl]-oxy}-2-methyl-hexa-hydro-pyrano[3,2-d][1,3]dioxin-7,8-diyl bis-(chloro-acetate). | 2010 Feb 10 |
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7-(4-Chloro-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine. | 2010 Feb 13 |
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Desipramine hydro-chloride: a non-merohedrally twinned structure. | 2010 Feb 20 |
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(E)-2-Acetyl-4-[(3-methyl-phenyl-)diazen-yl]phenol: an X-ray and DFT study. | 2010 Feb 6 |
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1-(1,3-Benzodioxol-5-yl)ethanone. | 2010 Jan 16 |
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Trimipraminium maleate. | 2010 Jan 16 |
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N,N'-Bis-[(E)-2-fluoro-benzyl-idene]-1-(2-fluoro-phen-yl)methane-diamine. | 2010 Jan 23 |
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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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Simultaneous spectrophotometric estimation of haloperidol and trihexyphenidyl in tablets. | 2010 Mar |
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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.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 16:05:26 GMT 2023
by
admin
on
Sat Dec 16 16:05:26 GMT 2023
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Record UNII |
AIU7053OWL
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Record Status |
Validated (UNII)
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Record Version |
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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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DB00793
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212-286-6
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26422
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AIU7053OWL
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DTXSID9046865
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C100276
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SUB08008MIG
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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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