ChemicalBook > Product Catalog >API >Antiparasitic drugs >Antimalarial drug >Bithionol

Bithionol

Bithionol Structure
CAS No.
97-18-7
Chemical Name:
Bithionol
Synonyms
Bitin;xl7;d26;XL 7;D 26;tkhsd;Bithin;cp3438;tbp[qr];xl7[qr]
CBNumber:
CB5709001
Molecular Formula:
C12H6Cl4O2S
Molecular Weight:
356.05
MOL File:
97-18-7.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:27

Bithionol Properties

Melting point 188°C
Boiling point 444.7±45.0 °C(Predicted)
Density 1.61
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO: soluble20mg/mL, clear
pka 4.82, 10.50(at 25℃)
form powder
color white to beige
Water Solubility <0.1 g/100 mL at 23 ºC
Merck 14,1306
BRN 2003535
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 97-18-7(CAS DataBase Reference)
NIST Chemistry Reference Bis(2-hydroxy-3,5-dichlorophenyl)sulfide(97-18-7)
EPA Substance Registry System Bithionol (97-18-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P405-P501
Hazard Codes  T+,Xn
Risk Statements  28-20/21/22
Safety Statements  28-36/37-45-36
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  SN0525000
HazardClass  6.1(a)
PackingGroup  II
HS Code  29309090
Toxicity LD50 oral in rat: 7mg/kg
NFPA 704
0
4 0

Bithionol price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 31622 Bithionol VETRANAL?, analytical standard 97-18-7 250MG ₹5001.15 2022-06-14 Buy
TCI Chemicals (India) T0865 2,2'-Thiobis(4,6-dichlorophenol) min. 97.0 % 97-18-7 25G ₹4100 2022-05-26 Buy
TCI Chemicals (India) T0865 2,2'-Thiobis(4,6-dichlorophenol) min. 97.0 % 97-18-7 500G ₹19200 2022-05-26 Buy
Product number Packaging Price Buy
31622 250MG ₹5001.15 Buy
T0865 25G ₹4100 Buy
T0865 500G ₹19200 Buy

Bithionol Chemical Properties,Uses,Production

Chemical Properties

Bithionol is a white or grayish powder with a slight phenolic odor.

Physical properties

Bithionol is virtually insoluble in water, readily soluble in ethanol, diethyl ether, acetone, glacial acetic acid, and dilute alkalis.

Uses

anthelmintic, antiseptic

Indications

Bithionol (Actamer) is a phenolic derivative whose mode of action is related to uncoupling of parasitespecific fumarate reductase–mediated oxidative phosphorylation. The drug is administered orally and is absorbed from the intestinal tract. Peak blood levels are achieved in 4 to 8 hours. Excretion is mainly by the kidneys.
Bithionol is used in treatment of F. hepatica infections and as an alternative to praziquantel in the treatment of infestation by P. westermani. It is highly active against the adult worm but exerts no action against the migratory stages. A second course of treatment is required for complete cure in 20 to 30% of patients.
Side effects are generally mild and transient; they include nausea, vomiting, diarrhea, headache, dizziness, urticaria, and other skin rashes in 50% of patients.

Definition

ChEBI: An aryl sulfide that is diphenyl sulfide in which each phenyl group is substituted at position 2 by hydroxy and at positions 3 and 5 by chlorine. A fungicide and anthelmintic, it was used in various topical drug products for the treatment of liver flukes, ut withdrawn after being shown to be a potent photosensitizer with the potential to cause serious skin disorders.

Production Methods

Bithionol is prepared by reaction of 2,4-dichlorophenol with sulfur dichloride and AlCl3 in carbon disulfide or tetrachloromethane. It is used as a microbicide to protect aqueous functional fluids from biodeterioration and to control algae and slime formation in process water systems.

World Health Organization (WHO)

Bithionol, which has bactericidal and anthelminthic activity, was formerly available in soaps. By the late 1960s use of such preparations had been associated with a risk of photosensitivity reactions and cross-sensitivity with other halogenated disinfectants. This resulted in their withdrawal in the USA. Oral preparations of bithionol remain available for the treatment of paragonimiasis and fascioliasis.

General Description

White or grayish white crystalline powder with a very faint aromatic or phenolic odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Bithionol is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials may generate heat and toxic or flammable gases.

Hazard

Toxic by ingestion.

Health Hazard

ACUTE/CHRONIC HAZARDS: Bithionol is a skin irritant. When heated to decomposition or upon contact with acid or acid fumes, toxic fumes are evolved.

Fire Hazard

Flash point data is not available for Bithionol, but Bithionol is probably combustible.

Mechanism of action

Biothionol is bis-dichlorophenol, and it is structurally similar to hexachlorophene. It is the antihelmintic drug of choice for treating humans infected with Fasciola hepatica. It is an alternative drug to praziquantel that is used for treating pulmonary and cerebral paragonimiasis. The exact mechanism of action is not known, although it seems likely that it inhibits oxidative phosphorylation in Paeagonumus westermani. Synonyms of this drug are actamer, bitin, prevenol, and others.

Clinical Use

2,2’-Thiobis(4,6-dichlorophenol), or bis(2-hydroxy-3,5-dichlorophenyl)sulfide (Lorothidol, Bithin), a chlorinatedbisphenol, was formerly used in soaps and cosmetics for itsantimicrobial properties but was removed from the marketfor topical use because of reports of contact photodermatitis.Bithionol has useful anthelmintic properties and hasbeen used as a fasciolicide and taeniacide. It is still consideredthe agent of choice for the treatment of infestationscaused by the liver fluke Fasciola hepatica and the lungfluke Paragonimus westermani. Niclosamide is believed tobe superior to it for the treatment of tapeworm infestations.

Potential Exposure

It is used as a surfactant-formulated antimicrobial against bacteria, molds and yeast. It is proposed as an agricultural fungicide. Other uses include deodorant, germicide, fungistat, and in the manufacture of pharmaceuticals. It is no longer allowed to be used in cosmetics. A food additive in feed and drinking water of animals. Also a food additive permitted in food for human consumption.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Bithionol Preparation Products And Raw materials

Global( 182)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29896 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
Neopellis neopellis[qr] Phenol, 2,2'-thiobis[4,6-dichloro- phenol,2,2’-thiobis-[4,6-dichloro- Prevenol tbp[qr] tkhsd USAF B-22 usafb-22 usafb-22[qr] Vancide BL vancidebl vancidebl[qr] XL 7 xl7 xl7[qr] BITHIONOL 2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide 2-Hydroxy-3,5-dichlorophenyl sulfide 2-Hydroxy-3,5-dichlorophenyl sulphide 2-hydroxy-3,5-dichlorophenylsulphide 2-hydroxy-3,5-dichlorophenylsulphide[qr] Actamer BIS(2-HYDROXY-3,5-DICHLOROPHENYL) SULFIDE 2,2'-THIOBIS(4,6-DICHLOROPHENOL) 2,2-THIOBIS(4,6-DICHLOROPHENOL) 2,2’-thiobis(4,6-dichloro)-pheno 2,2’-thiobis(4,6-dichloro-pheno 2,2’-thiobis(4,6-dichlorophenol)[qr] 2,2’-thiobis[4,6-dichloro-pheno BITHIONOL VETRANAL, 250 MG Bitinusp24 BITHIONOLUM BITIN, PHARMA Bis(2-hydroxy-3,5-dichlorophen Bis(2-Hydroxy-3,5-dichlorophenyl)sulphide 3,5-DICHLORO-2-HYDROXYPHENYL SULFIDE Bithionol[2,2’-thiobis(4,6-dichlorophenol)] 2,2μ-Thio-bis(4,6-dichlorophenol), Bis(2-hydroxy-3,5-dichlorophenyl) sulfide thhiobisdichlorophenol 2,2'-Dihydrox 2,4-dichloro-6-(3,5-dichloro-2-hydroxyphenyl)sulfanylphenol 2,4-dichloro-6-(3,5-dichloro-2-hydroxy-phenyl)sulfanyl-phenol 2,4-dichloro-6-[(3,5-dichloro-2-hydroxy-phenyl)thio]phenol Bis(3,5-dichloro-2-hydroxyphenyl) Sulfide Bithionol Bithionol 0.25 6,6'-thiobis(2,4-dichlorophenol) BITHIONATE Melforin 2,2’-dihydroxy-3,3’,5,5’-tetrachlorodiphenylsulfide 2,2’-dihydroxy-3,3’,5,5’-tetrachlorodiphenylsulfide[qr] actamer[qr] ai3-50518[qr] Bidiphen bidiphen[qr] bis(2-hydroxy-35-dichlorophenyl)sulfide[qr] Bis(3,5-dichloro-2-hydroxyphenyl) sulfide bis(3,5-dichloro-2-hydroxyphenyl)sulfide