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Haloprogin

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Name

Haloprogin

EINECS 212-286-6
CAS No. 777-11-7 Density 1.959 g/cm3
PSA 9.23000 LogP 4.42150
Solubility N/A Melting Point N/A
Formula C9H4Cl3IO Boiling Point 391.9 °C at 760 mmHg
Molecular Weight 361.394 Flash Point 190.8 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 777-11-7 (HALOPROGIN (200 MG)) Hazard Symbols HarmfulXn
Synonyms

Benzene,1,2,4-trichloro-5-[(3-iodo-2-propynyl)oxy]- (9CI);Ether, 3-iodo-2-propynyl2,4,5-trichlorophenyl (7CI,8CI);2,4,5-Trichlorophenyl g-iodopropargyl ether;3-Iodo-2-propynyl 2,4,5-trichlorophenyl ether;Haloprogin;M 1028;NSC 100071;

 

Haloprogin Consensus Reports

EPA Genetic Toxicology Program.

Haloprogin Specification

The IUPAC name of Haloprogin is 1,2,4-trichloro-5-(3-iodoprop-2-ynoxy)benzene . With the CAS registry number 777-11-7, it is also named as (3-Iod-2-propinyl)-(2,4,5-trichlorphenyl)ether ; 2,4,5-Trichlorophenyl gamma-iodopropargil ether ; 2,4,5-Trichlorophenyl iodopropargyl ether ; 2,4,5-Trichlorophenyl-gamma-iodopropargyl ether ; 3-Iodo-2-propynyl 2,4,5-trichlorophenyl ether ; Benzene, 1,2,4-trichloro-5-((3-iodo-2-propynyl)oxy)- ; Haloprogina ; Haloprogine ; Halotex . The trade names of Haloprogin in the market are Halotex, Mycanden, Mycilan, and Polik. 

The Haloprogin is light yellow or white crystal with special odor. It can be soluble in ether , chloroform , ethyl acetate , methanol , ethanol , and hot glacial acetic acid , and almost insoluble in water. As an antifungal drug, Haloprogin can be used to treat athlete's foot and other fungal infections. It was marketed over the counter primarily to treat tinea infections of the skin, and was previously used in 1% topical creams as an antifungal agent. It has since been discontinued due to the emergence of more modern antifungals with fewer side effects.

When heated to decomposition Haloprogin emits very toxic Cl and I. It is harmful if swallowed and is irritative to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

The Haloprogin can be obtained by the propargyl bromide (C3H3Br) and 2,4,5-trichlorophenol . First, using the raw materials to get 2,4,5 - trichloro-phenyl-γ-propargyl ether by condensation, and then we obtain the product after iodization.

The other characteristics of this product can be summarized as: (1)#H bond acceptors: 1 ; (2)#H bond donors: 0 ; (3)#Freely Rotating Bonds: 2 ; (4)Index of Refraction: 1.657 ; (5)Molar Refractivity: 67.85 cm3 ; (6)Molar Volume: 184.4 cm3 ; (7)Polarizability: 26.9×10-24 cm3 ; (8)Surface Tension: 55.4 dyne/cm ; (9)Enthalpy of Vaporization: 61.65 kJ/mol ; (10)Vapour Pressure: 5.38E-06 mmHg at 25°C. People can use the following data to convert to the molecule structure. SMILES: Clc1cc(OCC#CI)c(Cl)cc1Cl; InChI: InChI=1/C9H4Cl3IO/c10-6-4-8(12)9(5-7(6)11)14-3-1-2-13/h4-5H,3H2.

The following is the toxicity data which has been texted.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intraperitoneal 250mg/kg (250mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.
 
dog LD50 oral > 3gm/kg (3000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.
mouse LD oral > 3gm/kg (3000mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 569, 1963.
mouse LD subcutaneous > 3gm/kg (3000mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 569, 1963.
mouse LD50 intraperitoneal 89mg/kg (89mg/kg)   Drug and Chemical Toxicology. Vol. 13, Pg. 195, 1990.
rabbit LD50 intraperitoneal 137mg/kg (137mg/kg) GASTROINTESTINAL: OTHER CHANGES Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.
rabbit LD50 oral 1625mg/kg (1625mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.
rat LD50 intraperitoneal 152mg/kg (152mg/kg) GASTROINTESTINAL: OTHER CHANGES Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.
rat LD50 oral > 5600mg/kg (5600mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 375, 1972.

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