4315-12-2

Basic information

• Product Name: 5-METHYL-2-NITROBENZAMIDE
• Synonyms: 5-METHYL-2-NITROBENZAMIDE
• CAS NO: 4315-12-2
• Molecular Formula: C₈H₈N₂O₃
• Molecular Weight: 180.16
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 4315-12-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-METHYL-2-NITROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2-NITROBENZAMIDE(4315-12-2)
• EPA Substance Registry System: 5-METHYL-2-NITROBENZAMIDE(4315-12-2)

Safety Data

• Hazardous Substances Data: 4315-12-2(Hazardous Substances Data)

Upstream product

• 38818-49-4 5-methyl-2-nitrobenzoyl chloride 
• 20587-30-8 5-methyl-2-nitro-benzoic acid methyl ester 
• 79-37-8 oxalyl dichloride 
• 3113-72-2 5-methyl-2-nitrobenzoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 620-22-4 3-Methylbenzonitrile 
• 110822-04-3 N-(5-methyl-2-nitrobenzoyl)thiazolidine-4-carboxylic acid 
• 64113-86-6 2-nitro-5-methylbenzonitrile 
• 67-56-1 methanol 

Downstream Products

• 1312679-61-0 5-methyl-2-{[(2E)-3-phenylprop-2-enoyl]amino}benzamide 
• 869298-94-2 ethyl ((2-(aminocarbonyl)-4-methylphenyl)amino)(oxo)acetate 
• 1448462-24-5 (E)-2-(3-(2-methoxyphenyl)acrylamido)-5-methylbenzamide 
• 1448462-34-7 5-methyl-2-(3-phenylpropanamido)benzamide 
• 1448462-30-3 5-methyl-2-(3-phenylpropiolamido)benzamide 
• 165955-68-0 5-Methyl-2-nitrobenzenecarbothioamide 
• 140410-03-3 dimethyl N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamate 
• 140410-01-1 N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamic acid 
• 156149-46-1 2-azido-5-methylbenzonitrile 
• 5925-93-9 2-amino-5-methylbenzonitrile 
• 227016-65-1 4-amino-4-deoxy-5,8,10-trideazapteroic acid 
• 132131-25-0 4-amino-4-deoxy-5,8,10-trideaza pteroic acid 

Relevant articles and documents

Anthranilamide-based 2-phenylcyclopropane-1-carboxamides, 1,1'-biphenyl-4-carboxamides and 1,1'-biphenyl-2-carboxamides: Synthesis biological evaluation and mechanism of action

Several anthranilamide-based 2-phenylcyclopropane-1-carboxamides 13a-f, 1,1’-biphenyl-4-carboxamides 14a-f and 1,1’-biphenyl-2-carboxamides 17a-f were obtained by a multistep procedure starting from the (1S,2S)-2-phenylcyclopropane-1-carbonyl chloride 11, the 1,1'-biphenyl-4-carbonyl chloride 12 or the 1,1'-biphenyl-2-carbonyl chloride 16 with the appropriate anthranilamide derivative 10a-f. Derivatives 13a-f, 14a-f and 17a-f showed antiproliferative activity against human leukemia K562?cells. Among these derivatives 13b, 14b and 17b exerted a particular cytotoxic effect on tumor cells. Derivative 17b showed a better antitumoral effect on K562?cells than 13b and 14b. Analyses performed to explore 17b mode of action revealed that it induced an arrest in G2/M phase of cell cycle which was consequent to DNA lesions as demonstrated by the increase in phospho-ATM and γH2AX, two known markers of DNA repair response system. The effect of 17b was also related to ROS generation, activation of JNK and induction of caspase-3 dependent apoptosis.

Synthesis, antiproliferative activity and possible mechanism of action of novel 2-acetamidobenzamides bearing the 2-phenoxy functionality

Several new 2-(2-phenoxyacetamido)benzamides 17a-v, 21 and 22 were synthesized by stirring in pyridine the acid chlorides 16a-e and the appropriate5-R-4-R1-2-aminobenzamide 15a-e and initially evaluated in vitro for antiproliferative activity against the K562 (human chronic myelogenous leukemia) cell line. Some of synthesized compounds were evaluated for their in vitro antiproliferative activity against the full NCI tumor cell line panel derived from nine clinically isolated cancer types (leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate and breast). The most active compounds caused an arrest of K562 cells in the G0-G1 phase of cell cycle and induction of apoptosis, which was mediated by caspase activation.

2-Cinnamamido, 2-(3-phenylpropiolamido), and 2-(3-phenylpropanamido) benzamides: Synthesis, antiproliferativeactivity, and mechanism of action

Several new benzamides 4a-q were synthesized by stirring in pyridine the acid chlorides 3a-q with the appropriate anthranilamide derivatives 2a-g. Some of the synthesized compounds were evaluated for their in vitro antiproliferative activity against a panel of 5 human cell lines (K562 human chronic myelogenous leukemia cells, MCF-7 breast cancer cells, HTC-116 and HT26 colon cancer cells and NCI H460 non-small cell lung cancer cells).