CAS 52033-70-2 6-Nitro-3-phenylacetamidobenzoic acid (HCID 193864)

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Basic information

CAS: 52033-70-2
Standard SMILES: O=C(Cc1ccccc1)Nc1ccc([N+](=O)[O-])c(C(=O)O)c1
InChIKey: QHVQEQRGDKOHHC-UHFFFAOYSA-N
Molecular formula: C15H12N2O5
Average molar mass: 300.27 g/mol
Monoisotopic mass: 300.07462148

Overview

structure

Names & identifiers

Preferred name: 6-Nitro-3-phenylacetamidobenzoic acid
IUPAC: 2-nitro-5-[(2-phenylacetyl)amino]benzoic acid
English name: 2-Nitro-5-(phenylacetylamino)-benzoic acid
Molecular formula: C15H12N2O5
Molecular weight: 300.27

Names & synonyms

52033-70-2NIPAB6-Nitro-3-phenylacetamidobenzoic acid2-Nitro-5-phenylacetaminobenzoic acidDTXSID40200007Benzoic acid, 2-nitro-5-((phenylacetyl)amino)-RefChem:105082DTXCID001224982-Nitro-5-[(phenylacetyl)amino]benzoic acid2-Nitro-5-(phenylacetylamino)-benzoic acid2-Nitro-5-(2-phenylacetamido)benzoic acid2-nitro-5-[(2-phenylacetyl)amino]benzoic acid

Show more names

6-Nitro-3-(phenylacetamido)benzoic acid >=98%2-Nitro-5-[(phenylacetyl)amino]benzoicAcid,98%2-NITRO-5-(PHENYLACETYLAMINO)-BENZOIC ACID ---NIPAB, YELLOW CRYSTALLINE---

MFCD00043603Benzoic acid,2-nitro-5-[(2-phenylacetyl)amino]-Benzoic acid, 2-nitro-5-[(2-phenylacetyl)amino]-2-nitro-5-(2-phenylacetylamino)benzoic acid6-Nitro-3-(phenylacetamido)benzoic acidTIMTEC-BB SBB008308SCHEMBL3392821SCHEMBL29529094

Database identifiers

CAS: 52033-70-2

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 112 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 428

Physicochemical properties

Boiling point: 599.6 · 599.6±50.0 °C(Predicted)
Density: 1.446 · 1.446±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: 9.8 · ethanol: 9.80-10.20mg/mL, clear, faintly yellow to yellow
pka: 2.05 · 2.05±0.25(Predicted)
form: powder
Appearance: Light yellow to yellow Solid
InChI: 1S/C15H12N2O5/c18-14(8-10-4-2-1-3-5-10)16-11-6-7-13(17(21)22)12(9-11)15(19)20/h1-7,9H,8H2,(H,16,18)(H,19,20)
InChIKey: QHVQEQRGDKOHHC-UHFFFAOYSA-N
SMILES: OC(=O)c1cc(NC(=O)Cc2ccccc2)ccc1[N+]([O-])=O
UNSPSC Code: 12352204 · 12352204
NACRES: 32 · NA.32
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H318-H335

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
risk_code: 37/38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi
safety_code: 26-36/37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H318-H335
Hazard Classifications: Eye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description2-Nitro-5-(phenylacetylamino)-benzoic acid, also known as 6-Nitro-3-phenylacetamidobenzoic acid, is a chromogenic analogue of penicillin.

Uses2-Nitro-5-(phenylacetylamino)-benzoic acid is used as a substrate for penicillin amidase, which produces phenylacetic acid and 5-amino-2-nitrobenzoic acid by PGA cleavage. Since 5-amino-2-nitro-benzoic acid is chromogenic, the substrate of 2-Nitro-5-(phenylacetylamino)-benzoic acid provides a convenient way to measure PGA activity.