5584-15-6

Basic information

• Product Name: (2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE
• Synonyms: TIMTEC-BB SBB003710;(2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE;2-AMINO-5-CHLOROBENZENE-1-CARBOHYDRAZIDE;2-AMINO-5-CHLOROBENZOIC ACID HYDRAZIDE;(2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE 98%;(2-Amino-5-chlorobenzoyl)hydrazide,98%;Benzoic acid,2-amino-5-chloro-, hydrazide;2-amino-5-chlorobenzohydrazide
• CAS NO: 5584-15-6
• Molecular Formula: C₇H₈ClN₃O
• Molecular Weight: 185.61
• Mol File: 5584-15-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 138-142 °C
• Boiling Point: 452.6°C at 760 mmHg
• Flash Point: 227.5°C
• Appearance: off-white crystalline powder
• Density: 1.5437 (rough estimate)
• Vapor Pressure: 2.22E-08mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• PKA: 12.01±0.10(Predicted)
• CAS DataBase Reference: (2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE(5584-15-6)
• EPA Substance Registry System: (2-AMINO-5-CHLOROBENZOYL)HYDRAZIDE(5584-15-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 5584-15-6(Hazardous Substances Data)

Usage

Chemical Properties

OFF-WHITE CRYSTALLINE POWDER

InChI:InChI=1/C16H16ClN3/c1-10(2)7-13-8-14(15(9-18)16(19)20-13)11-3-5-12(17)6-4-11/h3-6,8,10H,7H2,1-2H3,(H2,19,20)

Upstream product

• 130408-01-4 ethyl 5-chloroanthranilate hydrochloride 
• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 635-21-2 5-chloroanthranilic acid 

Downstream Products

• 19011-98-4 2-amino-5-chloro-benzoic acid benzylidenehydrazide 
• 5584-09-8 2-amino-5-chloro-N'-(5-nitrofurfurylidene)benzohydrazide 
• 3544-03-4 5-chloro-N-(5-nitrofurfurylidene)-2-(5-nitrofurfurylideneamino)benzohydrazide 
• 104615-59-0 4-Chloro-2-(5-phenyl-1H-[1,2,4]triazol-3-yl)-phenylamine 
• 5584-16-7 3-Amino-6-chloro-4(3H)-quinazolinone 
• 104615-59-0 5-(2-amino-5-chlorophenyl)-3-phenyl-1H-1,2,4-triazole 
• 93595-52-9 5-(2-amino-5-chlorophenyl)-1,3,4-oxadiazole-2(3H)-one 
• 96498-97-4 7-Chloro-2-phenyl-3,4-dihydro-5H-1,3,4-benzotriazepin-5-one 
• 96499-00-2 2-(2-Amino-5-chlorophenyl)-5-phenyl-1,3,4-oxadiazole 
• 113686-04-7 4-Chloro-2-<3-(2-furanyl)-1H-1,2,4-triazol-5-yl>benzeneamine 
• 104615-57-8 3-(2-amino-5-chlorophenyl)-5-(2-pyridyl)-2H-1,2,4-triazole 
• 942265-20-5 5-(2-amino-5-chlorophenyl)-3-(2-thienyl)-1H-1,2,4-triazole 
• 882517-80-8 5-(2-amino-5-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole 
• 104615-18-1 9-chloro-2-(2-furanyl)-[1,2,4]triazolo[1,5-C]quinazolin-5-amine 

Relevant articles and documents

Synthesis and evaluation of adenosine antagonist activity of a series of [1,2,4]triazolo[1,5-c]quinazolines

A series of [1,2,4]triazolo[1,5-c]quinazolines were prepared in satisfactory yields by reaction of some derivatives of 2-aminobenzohydrazide with several hydrochlorides of aromatic amidines, and their binding affinities for the recombinant human adenosine A2A and A2B receptors were determined. None of the new compounds showed noteworthy affinity for these receptors, though a very high affinity for the A2A receptor and, consequently, a high level of A2A/A2B selectivity was revealed for one of the synthesized compounds.

Synthesis and Pharmacological Evaluation of Fenamate Analogues: 1,3,4-Oxadiazol-2-ones and 1,3,4-Oxadiazole-2-thiones

A series of fenamate pyridyl or quinolinyl analogues of 1,3,4-oxadiazol-2-ones 5a-d and 6a-r, and 1,3,4-oxadiazole-2-thiones 5e-g and 6s-v, respectively, have been synthesized and evaluated for their analgesic (hot-plate), antiinflammatory (carrageenin induced rat's paw edema) and ulcerogenic effects as well as plasma prostaglandin E2 (PGE 2) level. The highest analgesic activity was achieved with compound 5a (0.5, 0.6, 0.7 mmol/kg b.wt.) in respect with mefenamic acid (0.4 mmol/kg b.wt.). Compounds 6h, 61 and 5g showed 93, 88 and 84% inhibition, respectively on the carrageenan-induced rat's paw edema at dose level of 0.1mmol/kg, b.wt, compared with 58% inhibition of mefenamic acid (0.2mmol/kg b.wt.). Moreover, the highest inhibitory activity on plasma PGE2 level was displayed also with 6h, 61 and 5g (71, 70, 68.5% respectively, 0.1mmol/kg b.wt.) compared with indomethacin (60%, 0.01 mmol/kg b.wt.) as a reference drug. In addition 6i, 6k, 6p, 6r, 6t and 6v were devoid of any ulcerogenicity.