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3544-24-9

3544-24-9 structure
3544-24-9 structure
  • Name: 3-Aminobenzamide
  • Chemical Name: 3-aminobenzamide
  • CAS Number: 3544-24-9
  • Molecular Formula: C7H8N2O
  • Molecular Weight: 136.151
  • Catalog: Chemical reagent Organic reagent Amide
  • Create Date: 2018-02-28 08:00:00
  • Modify Date: 2025-08-21 19:34:01
  • 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.
Name 3-aminobenzamide
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.
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

[1]. Brock WA, et al. Radiosensitization of human and rodent cell lines by INO-1001, a novel inhibitor of poly(ADP-ribose) polymerase. Cancer Lett. 2004 Mar 18;205(2):155-60.

[2]. Radovits T, et al. Poly(ADP-ribose) polymerase inhibition improves endothelial dysfunction induced by reactive oxidant hydrogen peroxide in vitro. Eur J Pharmacol. 2007 Jun 14;564(1-3):158-66.

[3]. Szabo C, et al. Poly(ADP-ribose) polymerase inhibitors ameliorate nephropathy of type 2 diabetic Leprdb/db mice. Diabetes. 2006 Nov;55(11):3004-12.

[4]. Clark RS, et al. Local administration of the poly(ADP-ribose) polymerase inhibitor INO-1001 prevents NAD+ depletion and improves water maze performance after traumatic brain injury in mice. J Neurotrauma. 2007 Aug;24(8):1399-405.
Density 1.2±0.1 g/cm3
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

RTECS NUMBER :
CU8992000
CHEMICAL NAME :
Benzamide, m-amino-
CAS REGISTRY NUMBER :
3544-24-9
BEILSTEIN REFERENCE NO. :
2802373
LAST UPDATED :
199612
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C7-H8-N2-O
MOLECULAR WEIGHT :
136.17
WISWESSER LINE NOTATION :
ZVR CZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - wild bird species
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Mammal - species unspecified Fibroblast
DOSE/DURATION :
1 mmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 254,13,1991
Symbol GHS07
GHS07
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
HS Code 2924299090
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%
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