Basic information
- CAS
57808-65-8- Standard SMILES
Cc1cc(C(C#N)c2ccc(Cl)cc2)c(Cl)cc1NC(=O)c1cc(I)cc(I)c1O- InChIKey
JMPFSEBWVLAJKM-UHFFFAOYSA-N- Molecular formula
- C22H14Cl2I2N2O2
- Average molar mass
- 663.1 g/mol
- Monoisotopic mass
- 661.85218
Overview
N-{5-chloro-4-[(4-chlorophenyl)(cyano)methyl]-2-methylphenyl}-2-hydroxy-3,5-diiodobenzamide is an aromatic amide resulting from the formal condensation of the carboxy group of 3,5-diiodosalicylic acid with the amino group of aniline substituted at positions 2, 4, and 5 by methyl, (4-chlorophenyl)(cyano)methyl, and methyl groups respectively. It is a nitrile, a monocarboxylic acid amide, a member of phenols, an organoiodine compound, an aromatic amide and a member of monochlorobenzenes.
Names & identifiers
- Preferred name
- Closantel
- IUPAC
- N-[5-chloro-4-[(4-chlorophenyl)-cyanomethyl]-2-methylphenyl]-2-hydroxy-3,5-diiodobenzamide
- English name
- Closantel
- Molecular formula
- C22H14Cl2I2N2O2
- Molecular weight
- 663.07
Names & synonyms
Closantel57808-65-8ClosantelumDTXSID6040662R 31,520NSC-335306EUL532EI54R-31520Benzamide, N-(5-chloro-4-((4-chlorophenyl)cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo-NSC335306R 31520N-(5-Chloro-4-((4-chlorophenyl)cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodobenzamide
Show more names
ZyclozDiantelClosantefaskovermKrosantai5-diiodo-y-iodobenzamide
DTXCID4020662Benzamide, N-[5-chloro-4-[(4-chlorophenyl)cyanomethyl]-2-methylphenyl]-2-hydroxy-3,5-diiodo-RefChem:577759N-(5-chloro-4((4-chlorophenyl)cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodobenzamideCHEBI:77053260-967-1N-(5-chloro-4-((4-chlorophenyl)(cyano)methyl)-2-methylphenyl)-2-hydroxy-3,5-diiodobenzamideClosantel base
Database identifiers
- CAS
57808-65-8- PubChem CID
- 42574
- DTXSID
DTXSID6040662
Properties
Computed structural properties
- XLogP
- 7.2
- Topological polar surface area
- 73.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 652
Experimental & physicochemical properties
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physicochemical properties
- Melting point
- 217.8 ° · 217.8°
- Boiling point
- 590.5 · 590.5±50.0 °C(Predicted)
- Density
- 1.8759 · 1.8759 (estimate)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- solubility
- 20 mg/ml; · DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2)(1:5): 0.16 mg/ml
- pka
- 5.99 · 5.99±0.48(Predicted)
- form
- Solid
- color
- White to off-white
- Major Application
- agricultureenvironmental
- InChI
- 1S/C22H14Cl2I2N2O2/c1-11-6-15(17(10-27)12-2-4-13(23)5-3-12)18(24)9-20(11)28-22(30)16-7-14(25)8-19(26)21(16)29/h2-9,17,29H,1H3,(H,28,30)
- InChIKey
- JMPFSEBWVLAJKM-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (94.4%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 72 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationClosantel: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzamide, N-[5-chloro-4-[(4-chlorophenyl)cyanomethyl]-2-methylphenyl]-2-hydroxy-3,5-diiodo-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (94.4%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- CV2444250
- ridadr
- 2811
- Toxicity
- A veterinary drug for the treatment of fluke and nematode infestations. In 1993, some was included in a batch of donated drugs sent to Lithuania. Attempts to match the product with the names of other medicines on accompanying literature resulted in its misidentification as a treatment for endometriosis. Eleven women lost their eyesight; though this has since returned, they were left with eye pain and are unable to work.
- risk_code
- 22
- Signal word
- Danger
Chemistry & industry
Pharmacology
ATC CodeQP - Antiparasitic products, insecticides and repellents
MeSH Pharmacological Classification
Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal.
Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Uses & manufacturing
Use Classification
Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes
Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes
Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes
Applications
DescriptionClosantel is a kind of synthetic anti parasitic agent which is actively against liver fluke, bloodsucking nematodes and larval stages of some arthropods in sheep and cattle. Its mechanism of action is through decoupling the mitochondrial oxidative phosphorylation, thus inhibiting the production of ATP. Therefore, it inhibit their energy generation of the parasite, causing their death. It is mainly used for the treatment and prevention of several infections caused by many kinds of parasites such as Fasciola hepatica, Fasciola gigantica, Haemonchus concortus, Haemonchus placei, Bunostomum phlebotomum, Oesophagostomum radiatum and Strongyloides papillosus in cattle and sheep.
Usesantianginal, antihypertensive
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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