CAS 68786-66-3|6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole|triclabendazole|6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole|Triclabendazole|5-chloro-6...

General Information

Structure

Molecular Formula

C₁₄H₉Cl₃N₂OS

Molecular Mass

359.65806

Exact Mass

357.95011696

Charge

InChI

InChI=1S/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)

InChIKey

NQPDXQQQCQDHHW-UHFFFAOYSA-N

Canonic Smiles

CSc1[nH]c2c(n1)cc(c(c2)Cl)Oc1cccc(c1Cl)Cl

Isomeric Smiles

c1([nH]c2c(n1)cc(c(c2)Cl)Oc1c(c(ccc1)Cl)Cl)SC

Calculated Properties

JChem

Acid pKa

10.456478

H Acceptors

H Donor

LogD (pH = 5.5)

5.8406267

LogD (pH = 7.4)

5.8834763

Log P

5.8843923

Molar Refractivity

87.8559

Polarizability

35.573475

Polar Surface Area

37.91

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

IUPAC name

6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole

IUPAC Traditional name

triclabendazole 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole

Synonyms

6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazoleTriclabendazoleTriclabendazoleCGA-89317, Egaten5-Chloro-6-(2,3-dichlorophenoxy)-2-methylthiobenzimidazoleFasinex5-氯-6-(2,3-二氯苯氧基)-2-(甲硫基)-1H-苯并咪唑5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzimidazole三氯苯哒唑6-chloro-5-(2,3-dichlorophenoxy)-2-methylthio-benzimidazole

Names and Identifiers

Registration numbers

MDL Number

MFCD03147039MFCD00864519

CAS Number

68786-66-3

PubChem CID

50248

Unique Ingredient Identifier

Wikipedia Title

Chemspider ID

ATC CODE

CHEMBL

PubChem SID

Registration numbers

Properties

Safety Information

MSDS Link

Download link

Storage Warning

IRRITANT

TSCA Listed

false

RTECS

DD6747000

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

German water hazard class

Storage Condition

-20°C Freezer

Product Information

Purity

95+%

98%

Empirical Formula (Hill Notation)

C14H9Cl3N2OS

Grade

VETRANAL™, analytical standard

Certificate of Analysis

Download link

Description

Tautomers (~1:1)

Application(s)

Anthelmintic (with active sulfoxide metabolite)

Salt Data

Free Base

Pharmacology Properties

Metabolism

oxidation to the sulfone and sulfoxide parent compound

Half Life

22 - 24 hs

Excretion

>95% in faeces, 2% in urine, and < 1% in milk

Mechanism of Action

Binds to beta-tubulin and prevent the polymerisation of the microtubules of which they are part

Target

Others

Physical Property

Apperance

Off-White to Beige Solid

Solubility

Methanol

Melting Point

175-176°C

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Wikipedia

Triclabendazole

Sigma Aldrich

32802

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

TRC

T774175

An anthelmintic (fasciola).

Molecule Details

References

PubChem Literature

From Data Sources

• Wolff, K., et al.: Vet. Parasitol., 13, 145 (1983)

• Negro, A. et al., J. Chromatogr., 1992, 576, 135, (hplc)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 55

• Ger. Pat., 1978, Ciba-Geigy, 2 815 621; CA, 90, 38919c, (synth, pharmacol)

• Martin, P.A. et al., Vet. Rec., 1993, 133, 300, (tox)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CFL200

• Stitt, A.W. et al., Parasitol. Res., 1993, 79, 529, (pharmacol)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole

IUPAC Traditional name

triclabendazole 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole

Synonyms

Registration numbers

MDL Number

MFCD03147039MFCD00864519

CAS Number

68786-66-3

PubChem CID

50248

Unique Ingredient Identifier

Wikipedia Title

Chemspider ID

ATC CODE

CHEMBL

PubChem SID

Properties

Safety Information

MSDS Link

Download link

Storage Warning

IRRITANT

TSCA Listed

false

RTECS

DD6747000

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

German water hazard class

Storage Condition

-20°C Freezer

Product Information

Purity

95+%

98%

Empirical Formula (Hill Notation)

C14H9Cl3N2OS

Grade

VETRANAL™, analytical standard

Certificate of Analysis

Download link

Description

Tautomers (~1:1)

Application(s)

Anthelmintic (with active sulfoxide metabolite)

Salt Data

Free Base

Pharmacology Properties

Metabolism

oxidation to the sulfone and sulfoxide parent compound

Half Life

22 - 24 hs

Excretion

>95% in faeces, 2% in urine, and < 1% in milk

Mechanism of Action

Binds to beta-tubulin and prevent the polymerisation of the microtubules of which they are part

Target

Others

Physical Property

Apperance

Off-White to Beige Solid

Solubility

Methanol

Melting Point

175-176°C

Molecule Details

Wikipedia

Triclabendazole

Sigma Aldrich

32802

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

TRC

T774175

An anthelmintic (fasciola).

References

PubChem Literature

From Data Sources

• Wolff, K., et al.: Vet. Parasitol., 13, 145 (1983)

• Negro, A. et al., J. Chromatogr., 1992, 576, 135, (hplc)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 55

• Ger. Pat., 1978, Ciba-Geigy, 2 815 621; CA, 90, 38919c, (synth, pharmacol)

• Martin, P.A. et al., Vet. Rec., 1993, 133, 300, (tox)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CFL200

• Stitt, A.W. et al., Parasitol. Res., 1993, 79, 529, (pharmacol)

Bioactivity

PubChem BioAssay

Molecule

ID:70461