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A0788

Sigma-Aldrich

3-Aminobenzamide

≥99% (TLC)

Synonym(s):

3-AB, 3-ABA

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About This Item

Linear Formula:
H2NC6H4CONH2
CAS Number:
3544-24-9
Molecular Weight:
136.15
EC Number:
222-586-9
MDL number:
MFCD00007989
UNSPSC Code:
12352200
PubChem Substance ID:
24278206
NACRES:
NA.77

Assay

≥99% (TLC)

form

powder

color

white to off-white

mp

115-116 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, light yellow
DMSO: soluble
H2O: soluble (may require gentle heating)

storage temp.

room temp

SMILES string

NC(=O)c1cccc(N)c1

InChI

1S/C7H8N2O/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H2,9,10)

InChI key

GSCPDZHWVNUUFI-UHFFFAOYSA-N

Gene Information

mouse ... Parp1(11545)

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Application

3-Aminobenzamide has been used as a poly-(ADP-ribose) polymerase (PARP) inhibitor in various experimental studies.

Biochem/physiol Actions

3-Aminobenzamide enhances cell death, unscheduled DNA synthesis and repair replication by interrupting the rejoining of DNA strand breaks induced by both ionizing radiations and several alkylating agents. It has an ability to inhibit the activity of nuclear enzyme poly (ADP-ribose) synthetase (PARS). 3-Aminobenzamide exhibits protective action against myocardial reperfusion injury and local inflammation.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An improved nonisotopic test to screen a large series of new inhibitor molecules of poly (ADP-ribose) polymerase activity for therapeutic applications
Decker P, et al.
Clinical Cancer Research, 5(5), 1169-1172 (1999)
Poly (ADP-ribose) synthetase inhibition prevents lipopolysaccharide-induced peroxynitrite mediated damage in diaphragm
OzduLger A, et al.
Pharmacological Research, 46(1), 67-73 (2002)
Protection against myocardial ischemia and reperfusion injury by 3-aminobenzamide, an inhibitor of poly (ADP-ribose) synthetase
Zingarelli B, et al.
Cardiovascular Research, 36(2), 205-215 (1997)
Protective effects of 3-aminobenzamide, an inhibitor of poly (ADP-ribose) synthase in a carrageenan-induced model of local inflammation
Cuzzocrea S, et al.
European Journal of Pharmacology, 342(1), 67-76 (1998)
M L Kuo et al.
Biochemical and biophysical research communications, 219(2), 502-508 (1996-02-15)
Previous studies have shown that chemically generated nitric oxide (NO) can induce human leukemia HL-60 cells to undergo monocytic differentiation. We show here that exposure of HL-60 cells to chemical NO generators induces cell death via apoptosis which was examined
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