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

Details

Stereochemistry ACHIRAL
Molecular Formula C9H4Cl3IO
Molecular Weight 361.3911
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HALOPROGIN

SMILES

C(#CI)COc1cc(c(cc1Cl)Cl)Cl

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
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
Haloprogin: a topical antifungal agent.
1970 May
Haloprogin: mode of action studies in Candida albicans.
1974 Sep
In vitro activity of ME1401, a new antifungal agent.
1986 Nov
Synthesis and microbiological activity of some novel 5- or 6-methyl-2-(2,4-disubstituted phenyl) benzoxazole derivatives.
1998 May 30
(E)-2-{(2-Hydroxy-naphthalen-1-yl)methyl-ene}hydrazinecarboxamide.
2009 Apr 25
1-(5-Carboxy-pent-yl)-2,3,3-trimethyl-3H-indol-1-ium bromide monohydrate.
2009 Dec 16
2,4-Dichloro-1-[1-(2,4-dichloro-benz-yl-oxy)eth-yl]benzene.
2009 Dec 16
Gabapentin-lactum-chloranilic acid (1/1).
2009 Dec 16
11-[3-(Dimethyl-amino)prop-yl]-6,11-dihydro-dibenzo[b,e]thiepin-11-ol.
2009 Dec 16
6,11-Dihydro-dibenz[b,e]oxepin-11-one.
2009 Dec 16
N-(3,4-Dichloro-phen-yl)-3-oxo-butanamide.
2009 Dec 4
(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]phenolate.
2009 Feb 11
(E)-2-[(2-Hydr-oxy-5-nitro-phen-yl)iminiometh-yl]-4-nitro-phenolate.
2009 Jan 14
3-(2,6-Dioxopiperidin-3-yl)-3-aza-bicyclo-[3.2.0]heptane-2,4-dione.
2009 Jan 28
Propiverinium picrate.
2009 Jul 1
2-Amino-5-nitro-phenyl 2-chloro-phenyl ketone.
2009 Jul 18
Violacein-producing Collimonas sp. from the sea surface microlayer of costal waters in Trøndelag, Norway.
2009 Nov 12
1-(2-Methyl-5-nitro-phenyl)guanidinium picrate.
2009 Oct 17
Environmental stresses inhibit splicing in the aquatic fungus Blastocladiella emersonii.
2009 Oct 29
2-Bromo-N'-[(2Z)-butan-2-yl-idene]-5-methoxy-benzohydrazide.
2009 Oct 31
2-Amino-4-meth-oxy-6-methyl-pyrimidin-1-ium picrate.
2010 Apr 28
5,7-Dimethyl-2,3-dihydro-1H-1,4-diazepin-4-ium picrate.
2010 Apr 28
7-(4-Bromo-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine.
2010 Feb 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 Feb 10
7-(4-Chloro-phen-yl)-9-phenyl-7H-pyrrolo[3,2-e]tetra-zolo[1,5-c]pyrimidine.
2010 Feb 13
Desipramine hydro-chloride: a non-merohedrally twinned structure.
2010 Feb 20
(E)-2-Acetyl-4-[(3-methyl-phenyl-)diazen-yl]phenol: an X-ray and DFT study.
2010 Feb 6
Dibenzo[b,e]thiepin-11(6H)-one.
2010 Jan 13
N-(5-Amino-2-methyl-phen-yl)-4-(3-pyri-dyl)-pyrimidin-2-amine.
2010 Jan 13
Chlorimipraminium picrate.
2010 Jan 13
1-(1,3-Benzodioxol-5-yl)ethanone.
2010 Jan 16
Trimipraminium maleate.
2010 Jan 16
N,N'-Bis-[(E)-2-fluoro-benzyl-idene]-1-(2-fluoro-phen-yl)methane-diamine.
2010 Jan 23

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.
Name Type Language
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
HALOTEX
Brand 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 Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
WHO-ATC D01AE11
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
CFR 21 CFR 333.210
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
WHO-VATC QD01AE11
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
Code System Code Type Description
DRUG CENTRAL
1355
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
MERCK INDEX
M1184
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C65842
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
DRUG BANK
DB00793
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
INN
2263
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
PUBCHEM
3561
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
ECHA (EC/EINECS)
212-286-6
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
RXCUI
26422
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY RxNorm
FDA UNII
AIU7053OWL
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
EPA CompTox
777-11-7
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
MESH
C100276
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
EVMPD
SUB08008MIG
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
ChEMBL
CHEMBL1289
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
WIKIPEDIA
HALOPROGIN
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY
CAS
777-11-7
Created by admin on Sat Jun 26 14:44:41 UTC 2021 , Edited by admin on Sat Jun 26 14:44:41 UTC 2021
PRIMARY