107174-54-9

Basic information

• Product Name: Benzoic acid, 4-(2-propynylamino)-
• Synonyms: 4-Prop-2-inylamino-benzoesaeure;4-prop-2-ynylamino-benzoic acid
• CAS NO: 107174-54-9
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.18400
• Mol File: 107174-54-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-(2-propynylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-(2-propynylamino)-(107174-54-9)
• EPA Substance Registry System: Benzoic acid, 4-(2-propynylamino)-(107174-54-9)

Safety Data

• Hazardous Substances Data: 107174-54-9(Hazardous Substances Data)

Upstream product

• 112888-76-3 tert-butyl p-[N-(prop-2-ynyl)amino]benzoate 
• 106-96-7 propargyl bromide 
• 94-09-7 p-aminoethylbenzoate 
• 101248-36-6 ethyl 4-(prop-2-ynylamino)benzoate 

Downstream Products

• 1258400-21-3 4-(prop-2-ynylamino)-N-(3-pyridylmethyl)benzamide 
• 101760-56-9 N¹⁰-propargylpteroic acid 
• 173952-03-9 Acetic acid 6-({[4-(3-nitro-benzylcarbamoyl)-phenyl]-prop-2-ynyl-amino}-methyl)-4-oxo-3,4-dihydro-quinazolin-2-ylmethyl ester 
• 173952-05-1 4-[(2-Chloromethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide 
• 173952-04-0 4-[(2-Hydroxymethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide 
• 173952-09-5 4-[(2-Aminomethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide 
• 107174-49-2 4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoic acid 
• 111854-71-8 4-amino-4-deoxy-10-propargylpteroic acid 
• 873409-81-5 4-(2-oxopropyl)aminobenzoic acid 

Relevant articles and documents

Analogues of 4-[(7-Bromo-2-methyl-4-oxo-3 H -quinazolin-6-yl)methylprop-2- ynylamino]- N -(3-pyridylmethyl)benzamide (CB-30865) as potent inhibitors of nicotinamide phosphoribosyltransferase (Nampt)

We have shown previously that the target of the potent cytotoxic agent 4-[(7-bromo-2-methyl-4-oxo-3H-quinazolin-6-yl)methyl-prop-2-ynylamino] -N-(3-pyridylmethyl)benzamide (CB38065, 1) is nicotinamide phosphoribosyltransferase (Nampt). With its cellular target known we sought to optimize the biochemical and cellular Nampt activity of 1 as well as its cytotoxicity. It was found that a 3-pyridylmethylamide substituent in the A region was critical to cellular Nampt activity and cytotoxicity, although other aromatic substitution did yield compounds with submicromolar enzymatic inhibition. Small unsaturated groups worked best in the D-region of the molecule, with 3,3-dimethylallyl providing optimal potency. The E region required a quinazolin-4-one or 1,2,3-benzotriazin-4-one group for activity, and many substituents were tolerated at C2 of the quinazolin-4-one. The best compounds showed subnanomolar inhibition of Nampt and low nanomolar cytotoxicity in cellular assays.