Name | 3-aminobenzamide |
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Synonyms |
meta-aminobenzoylamine
m-Aminobenzamide 3-Aminobenzimide Benzamide,m-amino Benzamide, 3-amino- 3-Aminobenzamide 3-Amino-benzamide MFCD00007989 EINECS 222-586-9 Benzamide,3-amino INO1001 meta-aminobenzamide 3-NH2-Ph-CO-NH2 5-amino-benzamide INO-1001 |
Description | 3-Aminobenzamide is a potent inhibitor of PARP with IC50 of appr 50 nM in CHO cells, and acts as a mediator of oxidant-induced myocyte dysfunction during reperfusion. |
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Related Catalog | |
Target |
PARP:50 nM (IC50) |
In Vitro | 3-Aminobenzamide (>1 μM) causes more than 95% inhibition of PARP activity without significant cellular toxicity. INO-1001 significantly sensitizes CHO cells by blocking most of the DNA repair occurring between radiation fractions[1]. 3-Aminobenzamide significantly improves endothelial function by enhancing the acetylcholine-induced, endothelium-dependent, nitric oxide mediated vasorelaxation after exposure with 400 μM H2O2[2]. |
In Vivo | In a db/db (Leprdb/db) mouse model, 3-Aminobenzamide ameliorates diabetes-induced albumin excretion and mesangial expansion, and also decreases diabetes-induced podocyte depletion[3]. 3-Aminobenzamide (1.6 mg/kg via intracerebral injection) prevents NAD+ depletion and improves water maze performance after controlled cortical impact (CCI) in mice[4]. |
Kinase Assay | PARP activity is measured with a PARP Activity Assay Kit. This method measures relative PARP activity by determining the level of incorporation of 3H-NAD into trichloroacetic acid (TCA) precipitable material in the presence of sheared genomic DNA, which activates PARP. The reaction mixture is added directly to washed cultures in 12-well culture plates and the reaction is allowed to proceed for 60 minutes at 37°C before the cells are removed mechanically, transferred to a microcentrifuge tube, and precipitated with ice-cold 5% TCA. |
Animal Admin | Male db/db (Leprdb/db) mice, together with nondiabetic control db/m mice on C57BLKs/J background, are used. INO-1001 and PJ-34 treatment are initiated at 5 weeks of age. In sterile water that is sweetened with NutraSweet, 4.8 g/L 3-Aminobenzamide and 2.4 g/L PJ-34 is dissolved. Control animals receive sweetened water only. The average inhibitor consumption is 60 mg/kg 3-Aminobenzamide and 30 mg/kg PJ-34. |
References |
Density | 1.2±0.1 g/cm3 |
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Boiling Point | 329.6±25.0 °C at 760 mmHg |
Melting Point | 115-116 °C(lit.) |
Molecular Formula | C7H8N2O |
Molecular Weight | 136.151 |
Flash Point | 153.2±23.2 °C |
Exact Mass | 136.063660 |
PSA | 69.11000 |
LogP | 0.33 |
Vapour Pressure | 0.0±0.7 mmHg at 25°C |
Index of Refraction | 1.633 |
Water Solubility | ethanol: 50 mg/mL, clear, faintly yellow |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
|
Symbol |
GHS07 |
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Signal Word | Warning |
Hazard Statements | H302-H315-H319-H335 |
Precautionary Statements | P280-P301 + P312 + P330-P304 + P340 + P312-P305 + P351 + P338-P337 + P313 |
Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
Hazard Codes | Xi:Irritant; |
Risk Phrases | R36/37/38 |
Safety Phrases | S26-S36-S37/39 |
RIDADR | NONH for all modes of transport |
WGK Germany | 3 |
RTECS | CU8992000 |
HS Code | 2924299090 |
~94% 3544-24-9 |
Literature: Rahaim Jr., Ronald J.; Maleczka Jr., Robert E. Synthesis, 2006 , # 19 p. 3316 - 3340 |
~99% 3544-24-9 |
Literature: Brinchi, Lucia; Chiavini, Lisa; Goracci, Laura; Di Profio, Pietro; Germani, Raimondo Letters in Organic Chemistry, 2009 , vol. 6, # 2 p. 175 - 179 |
~91% 3544-24-9 |
Literature: Sharghi, Hashem; Sarvari, Mona Hosseini Tetrahedron, 2002 , vol. 58, # 52 p. 10323 - 10328 |
~% 3544-24-9 |
Literature: Bulletin of the Korean Chemical Society, , vol. 32, # 12 p. 4444 - 4446 |
~% 3544-24-9 |
Literature: Journal of the American Pharmaceutical Association (1912-1977), , vol. 48, p. 201 |
Precursor 5 | |
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DownStream 10 | |
HS Code | 2924299090 |
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Summary | 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |