U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of HALOPROGIN

SMILES

ClC1=CC(Cl)=C(OCC#CI)C=C1Cl

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

HIDE SMILES / InChI

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

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

PubMed

TitleDatePubMed
4-Phenyl-sulfon-yl-2-(p-tolyl-sulfon-yl)-1H,8H-pyrrolo-[2,3-b]indole.
2010-10-09
(2E)-1-(2-Bromo-phen-yl)-3-(4-meth-oxy-phen-yl)prop-2-en-1-one.
2010-06-16
2-Amino-4-meth-oxy-6-methyl-pyrimidin-1-ium picrate.
2010-04-28
5,7-Dimethyl-2,3-dihydro-1H-1,4-diazepin-4-ium picrate.
2010-04-28
Simultaneous spectrophotometric estimation of haloperidol and trihexyphenidyl in tablets.
2010-03
Desipramine hydro-chloride: a non-merohedrally twinned structure.
2010-02-20
7-(4-Chloro-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine.
2010-02-13
7-(4-Bromo-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine.
2010-02-10
6-{[(Benz-yloxy)carbon-yl]-oxy}-2-methyl-hexa-hydro-pyrano[3,2-d][1,3]dioxin-7,8-diyl bis-(chloro-acetate).
2010-02-10
(E)-2-Acetyl-4-[(3-methyl-phenyl-)diazen-yl]phenol: an X-ray and DFT study.
2010-02-06
N,N'-Bis-[(E)-2-fluoro-benzyl-idene]-1-(2-fluoro-phen-yl)methane-diamine.
2010-01-23
1-(1,3-Benzodioxol-5-yl)ethanone.
2010-01-16
Trimipraminium maleate.
2010-01-16
Dibenzo[b,e]thiepin-11(6H)-one.
2010-01-13
N-(5-Amino-2-methyl-phen-yl)-4-(3-pyri-dyl)-pyrimidin-2-amine.
2010-01-13
Chlorimipraminium picrate.
2010-01-13
1-(5-Carboxy-pent-yl)-2,3,3-trimethyl-3H-indol-1-ium bromide monohydrate.
2009-12-16
2,4-Dichloro-1-[1-(2,4-dichloro-benz-yl-oxy)eth-yl]benzene.
2009-12-16
Gabapentin-lactum-chloranilic acid (1/1).
2009-12-16
11-[3-(Dimethyl-amino)prop-yl]-6,11-dihydro-dibenzo[b,e]thiepin-11-ol.
2009-12-16
6,11-Dihydro-dibenz[b,e]oxepin-11-one.
2009-12-16
N-(3,4-Dichloro-phen-yl)-3-oxo-butanamide.
2009-12-04
Violacein-producing Collimonas sp. from the sea surface microlayer of costal waters in Trøndelag, Norway.
2009-11-12
2-Bromo-N'-[(2Z)-butan-2-yl-idene]-5-methoxy-benzohydrazide.
2009-10-31
Environmental stresses inhibit splicing in the aquatic fungus Blastocladiella emersonii.
2009-10-29
1-(2-Methyl-5-nitro-phenyl)guanidinium picrate.
2009-10-17
(E)-3-[(3-Bromo-phen-yl)imino-meth-yl]benzene-1,2-diol: a combined X-ray and computational structural study.
2009-09-09
3-(2-Chloro-ethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one.
2009-07-25
A second polymorph of (2E)-1-(4-fluoro-phen-yl)-3-(3,4,5-trimethoxy-phen-yl)prop-2-en-1-one.
2009-07-25
2-Amino-5-nitro-phenyl 2-chloro-phenyl ketone.
2009-07-18
Propiverinium picrate.
2009-07-01
(E)-2-{(2-Hydroxy-naphthalen-1-yl)methyl-ene}hydrazinecarboxamide.
2009-04-25
(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]phenolate.
2009-02-11
3-(2,6-Dioxopiperidin-3-yl)-3-aza-bicyclo-[3.2.0]heptane-2,4-dione.
2009-01-28
(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]-4-nitro-phenolate.
2009-01-14
Synthesis and microbiological activity of some N-(o-hydroxyphenyl)benzamides and phenylacetamides as the possible metabolites of antimicrobial active benzoxazoles: part II.
2001-02-24
Synthesis and microbiological activity of some novel 5- or 6-methyl-2-(2,4-disubstituted phenyl) benzoxazole derivatives.
1998-05-30
Synthesis and quantitative structure-activity relationship analysis of N-triiodoallyl- and N-iodopropargylazoles. New antifungal agents.
1987-03
In vitro activity of ME1401, a new antifungal agent.
1986-11
Haloprogin: mode of action studies in Candida albicans.
1974-09
Haloprogin: a topical antifungal agent.
1970-05

Sample Use Guides

1% cream or solution applied liberally to the affected area twice daily
Route of Administration: Topical
In Vitro Use Guide
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 Wed Apr 02 07:07:36 GMT 2025
Edited
by admin
on Wed Apr 02 07:07:36 GMT 2025
Record UNII
AIU7053OWL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HALOTEX
Preferred Name English
HALOPROGIN
INN   JAN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
M-1028 (MEIJI)
Code English
HALOPROGIN [ORANGE BOOK]
Common Name English
Haloprogin [WHO-DD]
Common Name English
M-1028
Code English
HALOPROGIN [MART.]
Common Name English
3-Iodo-2-propynyl 2,4,5-trichlorophenyl ether
Systematic Name English
haloprogin [INN]
Common Name English
HALOPROGIN [JAN]
Common Name English
HALOPROGIN [MI]
Common Name English
HALOPROGIN [USAN]
Common Name English
BENZENE, 1,2,4-TRICHLORO-5-((3-IODO-2-PROPYNYL)OXY)-
Systematic Name English
HALOPROGIN [VANDF]
Common Name English
NSC-100071
Code English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
WHO-ATC D01AE11
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
NCI_THESAURUS C28394
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
CFR 21 CFR 333.210
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
WHO-VATC QD01AE11
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
Code System Code Type Description
DRUG CENTRAL
1355
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
MERCK INDEX
m1184
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C65842
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
NSC
100071
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
DRUG BANK
DB00793
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
INN
2263
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
PUBCHEM
3561
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
ECHA (EC/EINECS)
212-286-6
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
RXCUI
26422
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY RxNorm
FDA UNII
AIU7053OWL
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID9046865
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
MESH
C100276
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
EVMPD
SUB08008MIG
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
ChEMBL
CHEMBL1289
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
WIKIPEDIA
HALOPROGIN
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
CAS
777-11-7
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
SMS_ID
100000083926
Created by admin on Wed Apr 02 07:07:36 GMT 2025 , Edited by admin on Wed Apr 02 07:07:36 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY