4-Acetamidosalicylic acid

HCID 65509

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Basic information

CAS: 50-86-2
Standard SMILES: CC(=O)Nc1ccc(C(=O)O)c(O)c1
InChIKey: YBTVSGCNBZPRBD-UHFFFAOYSA-N
Molecular formula: C9H9NO4
Average molar mass: 195.17 g/mol
Monoisotopic mass: 195.05315777

Overview

4-acetamidosalicylic acid is a amidobenzoic acid that consists of salicylic acid bearing an acetamido substituent at position 4. It is a monohydroxybenzoic acid and an amidobenzoic acid. It is functionally related to a salicylic acid.

Names & identifiers

Preferred name: 4-Acetamidosalicylic acid
IUPAC: 4-acetamido-2-hydroxybenzoic acid
English name: 4-Acetamidosalicylic acid
Molecular formula: C9H9NO4
Molecular weight: 195.17

Names & synonyms

4-Acetamidosalicylic acid50-86-24-Acetamido-2-hydroxybenzoic acidp-Acetamidosalicylic acid4-(Acetylamino)-2-hydroxybenzoic acidN-Acetyl-p-aminosalicylic acidN-Acetyl-4-aminosalicyclic acidBenzoic acid, 4-(acetylamino)-2-hydroxy-4-AzetaminosalizylsaeureAcide 4-acetaminosalicyliqueI7C1010RKENSC-54182

Show more names

NSC 54182n-acetyl-pas4-Acetylsalicylic acidp-acetamidosalicylicacid4-acetamido-salicylicaci4-acetaminosalicylicacid4 ACETAMIDO SALICYLIC ACIDacide4-acetaminosalicylique

CHEBI:63816DTXSID90198167RefChem:517292DTXCID20120658200-069-9N-ACETYL-4-AMINOSALICYLIC ACIDMetoclopramide EP Impurity HMFCD00020259

Database identifiers

CAS: 50-86-2
PubChem CID: 65509
DTXSID: DTXSID90198167
ChEBI: CHEBI:63816
UNII: I7C1010RKE
EC Number: 200-069-9
Nikkaji: J26.973E

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 86.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 241

Experimental & physicochemical properties

LogP1.62

Physicochemical properties

Melting point: 227 · 227-229°C
Boiling point: 470.6 · 470.6±40.0 °C(Predicted)
Density: 1.462 · 1.462±0.06 g/cm3(Predicted)
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 3.02 · 3.02±0.10(Predicted)
form: Solid
color: Off-White to Light Brown
FDA UNII: 7 C1010RKE · I7C1010RKE
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
Hazard Codes: Xi
HS Code: 2918290090 · 2918290090
Toxicity: 50 intraperitoneal · LD50 intraperitoneal in mouse: 2048mg/kg

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

Safety data

hs_code: 2918290090
Toxicity: LD50 intraperitoneal in mouse: 2048mg/kg
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
Hazard statements: H302
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 1 item

UsesN-Acetyl-4-aminosalicylic Acid (Metoclopramide EP Impurity H) is hydroxybenzoic acid that is a versatile reactant used in the preparation of salicylanilide derivatives as inhibitors of the protein tyrosine kinase epidermal growth factor receptor.