3-Aminobenzamide

Base Information

• Chemical Name: 3-Aminobenzamide
• CAS No.: 3544-24-9
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.153
• Hs Code.: 29242990
• European Community (EC) Number: 222-586-9
• NSC Number: 36962
• UNII: 8J365YF1YH
• DSSTox Substance ID: DTXSID90188922
• Nikkaji Number: J68.030C
• Wikipedia: 3-Aminobenzamide
• Wikidata: Q4634111
• Metabolomics Workbench ID: 63105
• ChEMBL ID: CHEMBL81977
• Mol file: 3544-24-9.mol

Synonyms:3-aminobenzamide;meta-aminobenzamide

Chemical Property of 3-Aminobenzamide

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 0.000175mmHg at 25°C
• Melting Point: 115-116 °C(lit.)
• Refractive Index: 1.632
• Boiling Point: 329.6 °C at 760 mmHg
• PKA: 16.26±0.50(Predicted)
• Flash Point: 153.2 °C
• PSA: 69.11000
• Density: 1.233 g/cm³
• LogP: 1.64920
• Storage Temp.: Store under inert gas
• Sensitive.: Light Sensitive
• Solubility.: ethanol: 50 mg/mL, clear, faintly yellow
• Water Solubility.: Soluble in dimethylformamide (~30 mg/ml), dimethyl sulfoxide (~30 mg/ml), phosphate buffered saline (pH7.2) (~2 mg/ml), water (2
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Aminobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C(=O)N
• Description: The poly(ADP-ribose) polymerases (PARPs) comprise a family of enzymes which post-translationally modify proteins by poly(ADP-ribosyl)ation. Since some PARPs are activated by DNA strand breaks, PARP signaling has roles in DNA repair, apoptosis, inflammation, and other cellular responses. 3-amino Benzamide is an inhibitor of PARPs (Ki = 1.8 μM). Through its effects on PARPs, 3-amino benzamide causes telomere shortening and stimulates angiogenesis. It has PARP-mediated actions in such diverse diseases as atherosclerosis, neurogenesis, and cancer.
• Uses: The poly(ADP-ribose) polymerases (PARPs) comprise a family of enzymes which post-translationally modify proteins by poly(ADP-ribosyl)ation. Since some PARPs are activated by DNA strand breaks, PARP signaling has roles in DNA repair, apoptosis, inflammation, and other cellular responses. 3-amino Benzamide is an inhibitor of PARPs (Ki = 1.8 μM). Through its effects on PARPs, 3-amino benzamide causes telomere shortening and stimulates angiogenesis. It has PARP-mediated actions in such diverse diseases as atherosclerosis, neurogenesis, and cancer. 3-Aminobenzamide is used as an endogenous poly-ADP-ribosyltransferase inhibitor. Through its effects on PARPs, 3-amino benzamide causes telomere shortening and stimulates angiogenesis. It displays neuroprotective, anti-necrotic effects.

Technology Process of 3-Aminobenzamide

There total 15 articles about 3-Aminobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

m-cyanoaniline (2237-30-1) → 3-Aminobenzamide (3544-24-9)

Guidance literature:

With dihydrogen peroxide; hexadecyltrimethylammonium methanesulfonate; sodium hydroxide; In water; at 25 ℃; for 1h;

DOI:10.2174/157017809787582708

Reference yield: 94.0%

3-nitrobenzamide (645-09-0) → 3-Aminobenzamide (3544-24-9)

Guidance literature:

With borane-ammonia complex; copper(II) oxide; In methanol; at 50 ℃; for 0.333333h; chemoselective reaction;

DOI:10.1002/cctc.201902391

Reference yield: 91.0%

3-nitrobenzonitrile (619-24-9) → 3-Aminobenzamide (3544-24-9) + m-cyanoaniline (2237-30-1)

Guidance literature:

With graphitic carbon nitride; hydrazine hydrate; In water; at 80 ℃; for 20h; chemoselective reaction; Irradiation; Sealed tube; Green chemistry;

DOI:10.1002/asia.201800515

upstream raw materials:

aniline

4-chloro-3-nitrobenzamide

3-nitrobenzamide

phenol

Downstream raw materials:

o-phthalimidobenzoylamine

3-chloroacetylaminobenzamide

3-(3-nitro-benzoylamino)-benzoic acid amide

2-(3-carbamoylphenylamino)-N-(3,4-dimethoxyphenethyl)acetamide

Refernces

• 1、 Wu, Han,Sun, Yu,Wong, Wee Lin,Cui, Jiajia,Li, Jingyang,You, Xuefu,Yap, Lee Fah,Huang, Yu,Hong, Wei,Yang, Xinyi,Paterson, Ian C.,Wang, Hao. "The development of a novel transforming growth factor-β (TGF-β) inhibitor that disrupts ligand-receptor interactions". . . Retrieved 2020/01/21.
• 2、 Sharma, Saurabh,Yamini,Das, Pralay. "Hydrogenation of nitroarenes to anilines in a flow reactor using polystyrene supported rhodium in a catalyst-cartridge (Cart-Rh@PS)". supporting information. p. 1764 - 1769. Retrieved 2019/01/28.