64808-48-6

Basic information

• Product Name: BENZOIC ACID, 2-[(2-CARBOXYPHENYL)AMINO]-4-CHLORO-, DISODIUM SALT
• Synonyms: LOBENZARIT DISODIUM;BENZOIC ACID, 2-[(2-CARBOXYPHENYL)AMINO]-4-CHLORO-, DISODIUM SALT;Carfenil (tn);D01808;Lobenzarit disodium (jan);Lobenzarit sodium;Lobenzarit sodium (usan);Benzoic acid,2-[(2-carboxyphenyl)amino]-4-chloro-, sodium salt (1:2)
• CAS NO: 64808-48-6
• Molecular Formula: C₁₄H₈ClNO₄*2Na
• Molecular Weight: 335.65
• Product Categories: Chemistry
• Mol File: 64808-48-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 388° (dec)
• Boiling Point: 481°C at 760 mmHg
• Flash Point: 244.7°C
• Appearance: /
• Vapor Pressure: 4.62E-10mmHg at 25°C
• Water Solubility: Soluble in water
• Merck: 14,5552
• CAS DataBase Reference: BENZOIC ACID, 2-[(2-CARBOXYPHENYL)AMINO]-4-CHLORO-, DISODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOIC ACID, 2-[(2-CARBOXYPHENYL)AMINO]-4-CHLORO-, DISODIUM SALT(64808-48-6)
• EPA Substance Registry System: BENZOIC ACID, 2-[(2-CARBOXYPHENYL)AMINO]-4-CHLORO-, DISODIUM SALT(64808-48-6)

Safety Data

• RTECS: DG4975520
• Hazardous Substances Data: 64808-48-6(Hazardous Substances Data)

Usage

Description

Lobenzarit sodium i s a n antiinflammatory agent useful in the treatment of rheumatoid arthritis, especially that of recent onset. Although structurally related to meclofenamic and mefenamic acids, its antiinflammatory profile is reported to be more immunomodulating in character.

Uses

Antirheumatic.

Brand name

CARFENIL

InChI:InChI=1/C14H10ClNO4.2Na/c15-8-5-6-10(14(19)20)12(7-8)16-11-4-2-1-3-9(11)13(17)18;;/h1-7,16H,(H,17,18)(H,19,20);;/q;2*+1/p-2

Synthetic route

ethanol (64-17-5) + lobenzarit (63329-53-3) → Carfenil (64808-48-6)

Conditions	Yield
In sodium hydroxide; water

Carfenil (64808-48-6) → [4-chloro-2-(2-hydroxymethyl-phenylamino)-phenyl]-methanol (146664-23-5)

Conditions	Yield
With hydrogenchloride; borane-THF; water In tetrahydrofuran at 0 - 20℃;	95%

Carfenil (64808-48-6) → 3-chloro-12,13-dimethoxy-10,15-dihydro-5H-5-aza-tribenzo[a,d,g]cyclononene (848128-24-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / HCl; H2O; BH3*THF / tetrahydrofuran / 0 - 20 °C 2: 68 percent / H2SO4 / various solvent(s) / 0 °C View Scheme

Carfenil (64808-48-6) → 3-chloro-12,13-dimethoxy-5-methyl-10,15-dihydro-5H-5-aza-tribenzo[a,d,g]cyclononene

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / HCl; H2O; BH3*THF / tetrahydrofuran / 0 - 20 °C 2: 68 percent / H2SO4 / various solvent(s) / 0 °C 3: 47 percent / NaH / dimethylsulfoxide / Heating View Scheme

Carfenil (64808-48-6) → [3-(3-chloro-12,13-dimethoxy-10,15-dihydro-5-aza-tribenzo[a,d,g]cyclononen-5-yl)-propyl]-dimethyl-amine

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / HCl; H2O; BH3*THF / tetrahydrofuran / 0 - 20 °C 2: 68 percent / H2SO4 / various solvent(s) / 0 °C 3: 66 percent / NaH / dimethylsulfoxide / Heating View Scheme

Upstream product

• 64-17-5 ethanol 
• 63329-53-3 lobenzarit 

Downstream Products

• 146664-23-5 [4-chloro-2-(2-hydroxymethyl-phenylamino)-phenyl]-methanol 

Relevant articles and documents

Novel aminobenzoic acid derivatives, process for preparing the same and pharmaceutical composition containing the same

An aminobenzoic acid derivative represented by the formula STR1 wherein R1, R2 and R3 are defined hereinbelow, which has excellent activity for improving liver function and for potentiating and normalizing immunity; a process for preparing the same; and a pharmaceutical composition containing the same are disclosed.