146305-29-5

Basic information

• Product Name: N-(4-HYDRAZINOCARBONYL-PHENYL)-BENZAMIDE
• Synonyms: ART-CHEM-BB B003410;AKOS BBB/167;AKOS B003410;N-(4-HYDRAZINOCARBONYL-PHENYL)-BENZAMIDE;TIMTEC-BB SBB009222
• CAS NO: 146305-29-5
• Molecular Formula: C₁₄H₁₃N₃O₂
• Molecular Weight: 255.27
• Mol File: 146305-29-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 200 °C(Solv: methanol (67-56-1))
• Appearance: /
• Density: 1.303±0.06 g/cm3(Predicted)
• PKA: 12.59±0.10(Predicted)
• CAS DataBase Reference: N-(4-HYDRAZINOCARBONYL-PHENYL)-BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-HYDRAZINOCARBONYL-PHENYL)-BENZAMIDE(146305-29-5)
• EPA Substance Registry System: N-(4-HYDRAZINOCARBONYL-PHENYL)-BENZAMIDE(146305-29-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 146305-29-5(Hazardous Substances Data)

Upstream product

• 736-40-3 N-benzoylbenzocaine 
• 98-88-4 benzoyl chloride 
• 137976-39-7 4-benzoylaminobenzoyl chloride 
• 150-13-0 4-amino-benzoic acid 
• 582-80-9 p-benzamidobenzoic acid 
• 39799-73-0 methyl 4-benzamidobenzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 79785-97-0 hydrazine hydrate 
• 94-09-7 p-aminoethylbenzoate 

Downstream Products

• 146305-31-9 C₁₇H₁₈N₄O₂S 
• 146305-33-1 C₂₃H₂₂N₄O₂S 
• 146305-35-3 C₂₁H₁₈N₄O₂S 
• 146305-37-5 1-[4-(benzoylamino)benzoyl]-4-(4-chlorophenyl)thiosemicarbazide 
• 146305-30-8 1--4-methylthiosemicarbazide 
• 146305-32-0 C₁₈H₁₈N₄O₂S 
• 146305-34-2 C₂₁H₂₄N₄O₂S 
• 146305-36-4 C₂₁H₁₇BrN₄O₂S 
• 225659-02-9 1-<4-(benzoylamino)benzoyl>-4-phenylsemicarbazide 
• 929293-92-5 C₂₂H₂₀N₄O₂S 
• 848135-47-7 C₂₂H₂₀N₄O₃S 
• 185547-23-3 C₂₂H₂₀N₄O₂S 
• 835618-57-0 1-[4-(benzoylamino)benzoyl]-4-(4-methylphenyl)thiosemicarbazide 
• 1385034-76-3 4-bromo-2-{[(4-{5-[(4-nitrophenyl)amino]-1,3,4-thiadiazol-2-yl}phenyl)imino]methyl}phenol 

Relevant articles and documents

Synthesis, characterization of novel coupling products and 4-arylhydrazono-2-pyrazoline-5-ones as potential antimycobacterial agents

Novel coupling products 7a-d and 4-arylhydrazono-2-pyrazoline-5-ones 8a-e were synthesized and evaluated for antimycobacterial activity against Mycobacterium tuberculosis H37Rv and Mycobacterium avium. Compound 7b was found to be the most potent derivatives of the 7a-d series by an MIC value of 6.25 μg/ml.

Design of Hydrazide-Bearing HDACIs Based on Panobinostat and Their p53 and FLT3-ITD Dependency in Antileukemia Activity

Here, we present a new series of hydrazide-bearing class I selective HDAC inhibitors designed based on panobinostat. The cap, linker, and zinc-binding group were derivatized to improve HDAC affinity and antileukemia efficacy. Lead inhibitor 13a shows picomolar or low nanomolar IC50 values against HDAC1 and HDAC3 and exhibits differential toxicity profiles toward multiple cancer cells with different FLT3 and p53 statuses. 13a indirectly inhibits the FLT3 signaling pathway and down-regulates master antiapoptotic proteins, resulting in the activation of pro-caspase3 in wt-p53 FLT3-ITD MV4-11 cells. While in the wt-FLT3 and p53-null cells, 13a is incapable of causing apoptosis at a therapeutic concentration. The MDM2 antagonist and the proteasome inhibitor promote 13a-triggered apoptosis by preventing p53 degradation. Furthermore, we demonstrate that apoptosis rather than autophagy is the key contributing factor for 13a-triggered cell death. When compared to panobinostat, 13a is not mutagenic and displays superior in vivo bioavailability and a higher AUC0-inf value.

Development of novel Asf1-H3/H4 inhibitors

The histone chaperone anti-silencing function 1 (Asf1) has emerged as a promising target for therapeutic intervention for multiple cancers (Cell 2006, 127, 458). Asf1 is involved in the packaging of the eukaryotic genome into chromatin, which is essential