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Diclofenamide

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Name

Diclofenamide

EINECS 204-440-6
CAS No. 120-97-8 Density 1.782 g/cm3
PSA 137.08000 LogP 3.85040
Solubility N/A Melting Point 239-241oC
Formula C6H6Cl2N2O4S2 Boiling Point 590.5 °C at 760 mmHg
Molecular Weight 305.163 Flash Point 310.9 °C
Transport Information N/A Appearance white or nearly white crystalline powder
Safety 36 Risk Codes 63
Molecular Structure Molecular Structure of 120-97-8 (DICHLORPHENAMIDE) Hazard Symbols HarmfulXn
Synonyms

m-Benzenedisulfonamide,4,5-dichloro- (6CI,7CI,8CI);1,3-Disulfamoyl-4,5-dichlorobenzene;1,3-Disulfamyl-4,5-dichlorobenzene;3,4-Dichloro-5-sulfamylbenzenesulfonamide;4,5-Dichloro-1,3-disulfamoylbenzene;4,5-Dichloro-m-benzenedisulfonamide;Antidrasi;Daramide;Daranide;Dichlorophenamide;Dichlorphenamide;Diclofenamid;

Article Data 3

Diclofenamide Synthetic route

70269-54-4

4,5-dichloro-1,3-benzenedisulfonyl chloride

120-97-8

dichlorophenamide

Conditions
ConditionsYield
With ammonia

Diclofenamide Chemical Properties

IUPAC Name: 4,5-Dichlorobenzene-1,3-disulfonamide  
Synonyms of Diclofenamide (CAS NO .120-97-8): 1,3-Benzenedisulfonamide, 4,5-dichloro- ; 1,3-Disulfamoyl-4,5-dichlorobenzene ; 1,3-Disulfamyl-4,5-dichlorobenzene ; 3,4-Dichloro-5-sulfamylbenzenesulfonamide ; 4,5-Dichloro-1,3-benzenedisulfonamide ; 4,5-Dichloro-1,3-disulfamoylbenzene ; 4,5-Dichloro-3-benzenedisulfonamide ; 4,5-Dichloro-m-benzendisulfonamide  
Molecular Structure:
Molecular Formula: C6H6Cl2N2O4S2
Molecular Weight: 305.16
CAS NO : 120-97-8
EINECS : 204-440-6
H bond acceptors: 6
H bond donors: 4
Freely Rotating Bonds: 2
Polar Surface Area: 91.52 Å2
Index of Refraction: 1.634
Molar Refractivity: 61.28 cm3
Surface Tension: 69.7 dyne/cm
Density: 1.782 g/cm3
Flash Point: 310.9 °C
Melting Point: 239-241 °C
Enthalpy of Vaporization: 88.1 kJ/mol
Boiling Point: 590.5 °C at 760 mmHg
Vapour Pressure: 6.43E-14 mmHg at 25°C
Appearance: white or nearly white crystalline powder.
SMILES: Clc1c(cc(cc1Cl)S(=O)(=O)N)S(=O)(=O)N
InChI: InChI=1/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14) Copy InChIKey: GJQPMPFPNINLKP-UHFFFAOYAI
Std. InChI: InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14) Std. InChIKey: GJQPMPFPNINLKP-UHFFFAOYSA-N
Solubility: soluble in ethanol, soluble in alkaline solution, almost insoluble in water or chloroform. odorless and taste slightly bitter.
Product Categories of Diclofenamide (CAS NO.120-97-8): It is a sulfonamide and a carbonic anhydrase inhibitor of the meta-Disulfamoylbenzene class.

Diclofenamide Uses

 Diclofenamide (CAS NO.120-97-8) is inhibitor of carbonic anhydrase , can lower intraocular pressure and diuretic effect. But the diuretic effect will be negligible, mainly for the treatment of glaucoma to reduce intraocular pressure. It is used also used as intermediate.

Diclofenamide Production

 Diclofenamide (CAS NO .120-97-8) can be derived by chlorosulfonation and amination of o-dichlorobenzene.

Diclofenamide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 200mg/kg (200mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 41, 1969.
mouse LD50 intraperitoneal 304mg/kg (304mg/kg)   Therapie. Vol. 19, Pg. 1423, 1964.
mouse LD50 intravenous 643mg/kg (643mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 41, 1969.
mouse LD50 oral 1710mg/kg (1710mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 41, 1969.
rat LD50 intraperitoneal 1244mg/kg (1244mg/kg)   Drugs in Japan Vol. -, Pg. 446, 1990.
rat LD50 oral 10070mg/kg (10070mg/kg)   Drugs in Japan Vol. -, Pg. 446, 1990.

Diclofenamide Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 63
R63: Possible risk of harm to the unborn child.
Safety Statements: 36
S36: Wear suitable protective clothing.
RTECS: CZ9200000
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. An experimental teratogen. When heated to decomposition it emits very toxic fumes of Cl−, NOx, and SOx.

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