3-Aminobenzamide
- Product Name
- 3-Aminobenzamide
- CAS No.
- 3544-24-9
- Chemical Name
- 3-Aminobenzamide
- Synonyms
- 3-AB;3-ABA;INO-1001;PARP-IN-1;3-AB, 3-ABA;3-amino-benzamid;M-AMINOBENZAMIDE;3-AMINOBENZAMIDE;m-amino-benzamid;Benzamide, m-amino-
- CBNumber
- CB0681621
- Molecular Formula
- C7H8N2O
- Formula Weight
- 136.15
- MOL File
- 3544-24-9.mol
3-Aminobenzamide Property
- Melting point:
- 115-116 °C (lit.)
- Boiling point:
- 250.42°C (rough estimate)
- Density
- 1.1778 (rough estimate)
- refractive index
- 1.5769 (estimate)
- storage temp.
- room temp
- solubility
- ethanol: 50 mg/mL, clear, faintly yellow
- form
- powder
- pka
- 16.26±0.50(Predicted)
- color
- white to off-white
- Water Solubility
- Soluble in dimethylformamide (~30 mg/ml), dimethyl sulfoxide (~30 mg/ml), phosphate buffered saline (pH7.2) (~2 mg/ml), water (25 mg/ml), and ethanol (25 mg/ml).
- Sensitive
- Light Sensitive
- BRN
- 2802373
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
- LogP
- -0.330
- CAS DataBase Reference
- 3544-24-9(CAS DataBase Reference)
- NIST Chemistry Reference
- 3-NH2-C6H4CONH2(3544-24-9)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- RIDADR
- 3077
- WGK Germany
- 3
- RTECS
- CU8992000
- HS Code
- 29242990
- Hazardous Substances Data
- 3544-24-9(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313IF eye irritation persists: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- A0788
- Product name
- 3-Aminobenzamide
- Purity
- ≥99% (TLC)
- Packaging
- 1g
- Price
- $444
- Updated
- 2025/07/31
- Product number
- 165350
- Product name
- PARP Inhibitor I, 3-ABA
- Packaging
- 100mg
- Price
- $49.1
- Updated
- 2025/07/31
- Product number
- A0630
- Product name
- 3-Aminobenzamide
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- A0630
- Product name
- 3-Aminobenzamide
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $122
- Updated
- 2025/07/31
- Product number
- 10397
- Product name
- 3-amino Benzamide
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $34
- Updated
- 2024/03/01
3-Aminobenzamide Chemical Properties,Usage,Production
Description
The poly(ADP-
Chemical Properties
beige powder
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.
Uses
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.
Definition
ChEBI: A substituted aniline that is benzamide in which one of the meta- hydrogens is replaced by an amino group.
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.
Synthesis
645-09-0
3544-24-9
The general procedure for the synthesis of 3-aminobenzamide from 3-nitrobenzamide was as follows: 3-nitrobenzamide (33.3 g, 198.8 mmol) and FeCl3-6H2O (13.6 g, 50.4 mmol) were dissolved in ethanol (600 mL) and activated carbon (15 g) was added. The reaction mixture was heated to 60-65 °C in an oil bath. Hydrazine (30 mL, 85%, 510 mmol) was slowly added through a dropping funnel over 40 minutes. After addition, the reaction continued to be stirred at 60-65 °C for 5 hours. After completion of the reaction, the mixture was filtered under reduced pressure and the filtrate was concentrated. Dichloromethane (400 mL) was added to the concentrate, a precipitate was precipitated, the precipitate was removed by filtration and the filtrate was concentrated to give a white solid. The solid was further purified by recrystallization from ethyl acetate (EA) to give 3-aminobenzamide (21.0 g, 76% yield) as a final white solid. The product was characterized by 1H NMR (DMSO-d6, 400 MHz) and mass spectrometry (ESI+): 1H NMR δ 8.10 (s, 1H), 7.85-7.77 (m, 1H), 7.76 (d, J = 1.8Hz, 1H), 7.59-7.37 (m, 3H), 3.63 (s, 3H); MS (ESI+) m/z 137.1 [M + H]+.
References
[1] M R PURNELL W J W. Novel inhibitors of poly(ADP-ribose) synthetase.[J]. Biochemical Journal, 1980, 185 3: 775-777. DOI:10.1042/bj1850775
[2] MIN-LIANG KUO . Inhibitors of Poly(ADP-ribose) polymerase Block Nitric Oxide-Induced Apoptosis but Not Differentiation in Human Leukemia HL-60 Cells[J]. Biochemical and biophysical research communications, 1996, 219 2: Pages 502-508. DOI:10.1006/bbrc.1996.0263
[3] MALORNI W. 3-Aminobenzamide Protects Cells from UV-B-Induced Apoptosis by Acting on Cytoskeleton and Substrate Adhesion[J]. Biochemical and biophysical research communications, 1995, 207 2: Pages 715-724. DOI:10.1006/bbrc.1995.1246
[4] B HELLER. Inactivation of the poly(ADP-ribose) polymerase gene affects oxygen radical and nitric oxide toxicity in islet cells.[J]. The Journal of Biological Chemistry, 1995, 270 19: 11176-11180. DOI:10.1074/jbc.270.19.11176
3-Aminobenzamide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Aminobenzamide manufacturers
- Product
- 3-Aminobenzamide 3544-24-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-12-10
- Product
- 3-Aminobenzamide 3544-24-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-19
- Product
- 3-Aminobenzamide 3544-24-9
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99.8%
- Supply Ability
- 100tons
- Release date
- 2024-08-16