Rafoxanide

HCID 31475

Basic information

CAS
22662-39-1
Standard SMILES
O=C(Nc1ccc(Oc2ccc(Cl)cc2)c(Cl)c1)c1cc(I)cc(I)c1O
InChIKey
NEMNPWINWMHUMR-UHFFFAOYSA-N
Molecular formula
C19H11Cl2I2NO3
Average molar mass
626 g/mol
Monoisotopic mass
624.82054457

Overview

Rafoxanide is a salicylanilide resulting from the formal condensation of the carboxy group of 2-hydroxy-3,5-diiodobenzoic acid with the amino group of 3-chloro-4-(4-chlorophenoxy)aniline. It is a broad-spectrum anthelmintic used for the treatment of parasitic infections in cattle and sheep. It has a role as an autophagy inducer, a chemosensitiser, an antibacterial agent, an anthelminthic drug, an antineoplastic agent, an antifungal agent, a DNA synthesis inhibitor, a B-Raf inhibitor and an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor. It is a secondary carboxamide, a member of benzamides, a member of phenols, an aromatic ether, an organoiodine compound, a member of salicylanilides and a member of monochlorobenzenes.

Names & identifiers

Preferred name
Rafoxanide
IUPAC
N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodobenzamide
English name
Rafoxanide
Molecular formula
C19H11Cl2I2NO3
Molecular weight
626.01

Names & synonyms

RAFOXANIDE22662-39-1RafoxanidaRafoxanidumRafoxanid3'-Chloro-4'-(p-chlorophenoxy)-3,5-diiodosalicylanilideDTXSID5046227NSC-35527822F4FLA7DHBenzamide, N-(3-chloro-4-(4-chlorophenoxy)phenyl)-2-hydroxy-3,5-diiodo-DTXCID3026227Benzamide, N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodo-
Show more names
N-[3-chloro-4-(4-chlorophenoxy)phenyl]-3,5-diiodobenzamidemk-990Rezonit
RefChem:389260245-148-9DisalanRanideFlukanideBovanideDuofasRanide, veterinary

Database identifiers

CAS
22662-39-1
PubChem CID
31475
DTXSID
DTXSID5046227
ChEMBL
CHEMBL287542
ChEBI
CHEBI:234200
UNII
22F4FLA7DH
EC Number
245-148-9
Nikkaji
J11.487A

Properties

Computed structural properties

XLogP
7
Topological polar surface area
58.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
27

Physicochemical properties

Melting point
168 · 168-170°
Boiling point
526.6 · 526.6±50.0 °C(Predicted)
Density
2.05 · 2.050±0.06 g/cm3(Predicted)
storage temp.
2 · Keep in dark place,Sealed in dry,2-8°C
solubility
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
pka
6.04 · 6.04±0.48(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 6.5% (2 of 31) of reports.

Danger

H360D (90.3%): May damage the unborn child [Danger Reproductive toxicity]

P203, P260, P264, P270, P280, P308+P316, P318, P319, P321, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 31 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Other Safety InformationIMAP assessments - Benzamide, N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodo-: Environment tier I assessment
Hazard Classes and CategoriesRepr. 1B (90.3%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
VN7870000
hs_code
2924.29.7790
Signal word
Warning
Symbol(GHS)
GHS02,GHS07

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents
MeSH Pharmacological Classification · 2 items

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.

Agents used to treat cestode, trematode, or other flatworm infestations in man or animals.

Applications

UsesRafoxanide is a thyroid hormone receptor.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]

Related reactions

1 records

Compound notes

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