4949-87-5

Basic information

• Product Name: Benzamide, N-[[(3-methylphenyl)amino]thioxomethyl]-
• CAS NO: 4949-87-5
• Molecular Formula: C15H14N2OS
• Molecular Weight: 270.355
• Mol File: 4949-87-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzamide, N-[[(3-methylphenyl)amino]thioxomethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-[[(3-methylphenyl)amino]thioxomethyl]-(4949-87-5)
• EPA Substance Registry System: Benzamide, N-[[(3-methylphenyl)amino]thioxomethyl]-(4949-87-5)

Safety Data

• Hazardous Substances Data: 4949-87-5(Hazardous Substances Data)

Upstream product

• 333-20-0 potassium thioacyanate 
• 98-88-4 benzoyl chloride 
• 108-44-1 1-amino-3-methylbenzene 
• 532-55-8 Benzoyl isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 582-77-4 3'-methylbenzanilide 
• 450375-86-7 N-(3-methylphenyl)thiobenzamide 
• 315702-78-4 N-(3-methylphenyl)-4-(2-pyridinyl)-1,3-thiazol-2-amine 
• 324008-20-0 2-[2-(2-m-tolylamino-thiazol-4-yl)-ethyl]-isoindole-1,3-dione 
• 621-40-9 (3-methylphenyl)thiourea 
• 88445-57-2 Pt(C₈H₄O₂N)2(C₁₅H₁₄N₂OS) 
• 88445-71-0 Pd(C₈H₄O₂N)2(C₁₅H₁₄N₂OS) 
• 88445-61-8 Co(C₈H₄O₂N)2(C₁₅H₁₄N₂OS) 
• 88445-79-8 Ni(C₈H₄O₂N)2(C₁₅H₁₄N₂OS)(H₂O)2 
• 88445-66-3 Cu(C₈H₄O₂N)2(C₁₅H₁₄N₂OS) 

Relevant articles and documents

Hirshfeld surface analysis of some new heteroleptic Copper(I) complexes

Seven new coordination complexes namely, [Cu(T1) (I) (PPh3)2] (CT1), [Cu(T2) (I) (PPh3)2] (CT2), [Cu(T3) (I) (PPh3)2] (CT3), [Cu(T4) (I) (PPh3)2] (CT4), [Cu(T5) (I) (P

Synthesis and antitumor evaluation of 5-(benzo[: D] [1,3]dioxol-5-ylmethyl)-4-(tert -butyl)- N -arylthiazol-2-amines

A series of novel N-aryl-5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)thiazol-2-amines (C1-C31) were synthesized and evaluated for their antitumor activities against HeLa, A549 and MCF-7 cell lines. Some tested compounds showed potent growth inhibition properties with IC50 values generally below 5 μM against the three human cancer cells lines. Compound C27 showed potent activities against HeLa and A549 cell lines with IC50 values of 2.07 ± 0.88 μM and 3.52 ± 0.49 μM, respectively. Compound C7 (IC50 = 2.06 ± 0.09 μM) was the most active compound against A549 cell line, while compound C16 (IC50 = 2.55 ± 0.34 μM) showed the best inhibitory activity against the MCF-7 cell line. The preliminary mechanism of the inhibitory effect was investigated via further experiments, such as morphological analysis by dual AO/EB staining and Hoechst 33342 staining, and cell apoptosis and cycle assessment by FACS analysis. The results illustrated that compound C27 could induce apoptosis and cause both S-phase and G2/M-phase arrests in HeLa cell line. Therefore, compound C27 could be developed as a potential antitumor agent.

Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis

A series of 2-aminothiazoles was synthesized based on a HTS scaffold from a whole-cell screen against Mycobacterium tuberculosis (Mtb). The SAR shows the central thiazole moiety and the 2-pyridyl moiety at C-4 of the thiazole are intolerant to modification. However, the N-2 position of the aminothiazole exhibits high flexibility and we successfully improved the antitubercular activity of the initial hit by more than 128-fold through introduction of substituted benzoyl groups at this position. N-(3-Chlorobenzoyl)-4-(2-pyridinyl) -1,3-thiazol-2-amine (55) emerged as one of the most promising analogues with a MIC of 0.024 μM or 0.008 μg/mL in 7H9 media and therapeutic index of nearly ～300. However, 55 is rapidly metabolized by human liver microsomes (t1/2 = 28 min) with metabolism occurring at the invariant aminothiazole moiety and Mtb develops spontaneous low-level resistance with a frequency of ～10-5.