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| | HALOPROGIN Basic information |
| Product Name: | HALOPROGIN | | Synonyms: | 1,2,.4-Trichloro-5-[(3-iodo-2-propynyl)oxy]benzene;2,4,5-trichlorophenyl-gamma-iodopropargylether;2,4,5-trichlorophenyliodopropargylether;3-iodo-2-propynyl2,4,5-trichlorophenylether;ether,3-iodo-2-propynyl2,4,5-trichlorophenyl;haloprogin;halotex;m1028 | | CAS: | 777-11-7 | | MF: | C9H4Cl3IO | | MW: | 361.39 | | EINECS: | 212-286-6 | | Product Categories: | | | Mol File: | 777-11-7.mol |  |
| | HALOPROGIN Chemical Properties |
| Melting point | 113-114° | | Boiling point | 477.49°C (rough estimate) | | density | 1.9350 (estimate) |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-36 | | RTECS | KO1225000 | | Toxicity | LD50 in mice: >3 g/kg orally and s.c.; 510 mg/kg i.p. (Seki, 1963) |
| | HALOPROGIN Usage And Synthesis |
| Originator | Halotex,Westwood,US,1972 | | Uses | Antibacterial. | | Uses | Haloprogin is a topical antifungal agent used in the treatment of dermatophytic and monilial infections. | | Definition | ChEBI: Haloprogin is an aromatic ether. | | Indications | Haloprogin is used as an external drug for moderate dermatophyte infections (shingles),
and it is effective for superficial candida infections. Synonyms of this drug are halotex,
mycilan, micanden, and others. | | Manufacturing Process | 4.7 grams of 2,4,5-trichlorophenyl propargyl ether (MP 64° to 65°C) are
added to an aqueous solution of cupro-ammonium complex salt which has been prepared by warming a mixture of 4.0 grams of cuprous chloride, 11.0
grams of ammonium carbonate and 20 cc of water to 50°C. The resulting
admixture is shaken vigorously. The cuprous acetylide deposited is filtered,
washed with water and suspended in 100 cc of water, and the suspension is
mixed under agitation with a solution of 5.0 grams of iodine and 5.0 grams of
potassium iodide in 15 cc of water. The mixture is stirred for a period of 1
hour. The precipitate is filtered, washed with water and extracted with ether.
After the drying of the ethereal extract, the solvent is distilled off.
Recrystallization of the residue from n-hexane gives about 5.6 grams of 2,4,5-
trichlorophenyi iodopropargyl ether, MP 114° to 115°C. | | Brand name | Halotex (Westwood-Squibb). | | Therapeutic Function | Antibacterial | | General Description | 3-Iodo-2-propynyl-2,4,5-trichlorophenyl ether (Halotex)crystallizes as white to pale yellow forms that are sparinglysoluble in water and very soluble in ethanol. It is an etherealderivative of a phenol. Haloprogin is used as a 1% cream forthe treatment of superficial tinea infections.
Formulations of haloprogin should be protected fromlight because the compound is photosensitive. Haloprogin isavailable as a solution and a cream, both in a 1% concentration.Haloprogin is probably not the first topical agent thatshould be recommended. Although the cure rates for topicalfungal infections are relatively high, they come at a highprice. The lesion typically worsens before it improves.Inflammation and painful irritation are common. | | Synthesis | Haloprogin, 3-iodo-2-propinyl-2,4,5-trichlorophenyl ether (35.4.11), is synthesized by an iodide substitution using a mixture of iodine and potassium iodide and a
cupric derivative of 2,4,5-trichlorophenylpropargyl ether (35.4.10), which is synthesized
by a standard method from propargyl bromide and 2,4,5-trichlorophenol in the presence of
sodium hydroxide. 
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| | HALOPROGIN Preparation Products And Raw materials |
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