2-[(4-aminophenyl)formamido]acetic acid

• ChemBase ID: 229
• Molecular Formular: C9H10N2O3
• Molecular Mass: 194.1873
• Monoisotopic Mass: 194.06914219
• SMILES: O=C(NCC(=O)O)c1ccc(N)cc1
• Canonical SMILES: O=C(c1ccc(cc1)N)NCC(=O)O
• InChI: InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13)
• InChIKey: HSMNQINEKMPTIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-aminophenyl)formamido]acetic acid
• IUPAC Traditional name: aminohippurate
• Synonyms: p-Aminohippuric acid; 4-Aminohippuric acid; PAHH; AminohippuratH; 4-Aminohippuric acidH; N-(4-Aminobenzoyl)glycinH; Aminohippuric acid; 2-(4-aminobenzamido)acetic acid; N-[p-Aminobenzoyl]glycine; 4-Aminohippuric acid; N-(4-Aminobenzoyl)glycine; p-AMINOHIPPURIC ACID; Aminohippurate Sodium; Aminohippuric acid; Aminohippuric acid Sodium salt; Sodium p-aminohippurate; Sodium para-Aminohippurate; para-Aminohippurate; PAH; Aminohippurate; p-Aminohippuric acid; 4-Aminohippuric Acid; 对氨基马尿酸; 4-氨基马尿酸; 4-氨基马尿酸; N-(4-氨基苯甲酰基)甘氨酸; 对氨基马尿酸

Database IDs

• CAS Number: 61-78-9; 94-16-6
• EC Number: 200-518-9
• MDL Number: MFCD00007890
• Beilstein Number: 1213676
• Merck Index: 14442
• PubChem SID: 160963692; 46507106; 24890544
• PubChem CID: 2148
• CHEBI ID: 104011
• ATC CODE: V04CH30
• CHEMBL: 463
• Chemspider ID: 2063
• DrugBank ID: DB00345
• KEGG ID: D06890
• Unique Ingredient Identifier: Y79XT83BJ9
• Wikipedia Title: Aminohippuric_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7016902
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.096073
• LogD (pH = 7.4): -3.5996192
• Log P: -1.0117944
• Molar Refractivity: 50.8181 cm^3
• Polarizability: 18.569841 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.0
• LOG S: -1.79
• Solubility (Water): 3.13e+00 g/l

PROPERTIES

Physical Property

• Solubility: Slightly soluble
• Melting Point: 198-199°C (dec.); 198-202 °C; 199-200 °C (dec.)(lit.); 200-202 °C; ca 200°C dec.
• Hydrophobicity(logP): -2.2

Safety Information

• Storage Condition: 0°C, Protect from light
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: room temp

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98.0% (T); ≥99%; ≥99.0% (T); 95+%; 97%
• Grade: puriss.; purum
• Salt Data: Free Base
• Linear Formula: NH2C6H4C(O)NHCH2COOH
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02102570

Crystalline
Useful in kidney function test.

DrugBank - DB00345

• Drug Groups: approved
• Description: The glycine amide of 4-aminobenzoic acid. Its sodium salt is used as a diagnostic aid to measure effective renal plasma flow (ERPF) and excretory capacity. [PubChem]
• Indication: Used to measure effective renal plasma flow (ERPF) and to determine the functional capacity of the tubular excretory mechanism.
• Pharmacology: Aminohippurate (p-aminohippuric acid, PAH, PAHA) is the glycine amide of p-aminobenzoic acid. It is filtered by the glomeruli and is actively secreted by the proximal tubules. At low plasma concentrations (1.0 to 2.0 mg/100 mL), an average of 90 percent of aminohippurate is cleared by the kidneys from the renal blood stream in a single circulation. It is ideally suited for measurement of ERPF since it has a high clearance, is essentially nontoxic at the plasma concentrations reached with recommended doses, and its analytical determination is relatively simple and accurate. Aminohippurate is also used to measure the functional capacity of the renal tubular secretory mechanism or transport maximum (Tm_PAH). This is accomplished by elevating the plasma concentration to levels (40-60 mg/100 mL) sufficient to saturate the maximal capacity of the tubular cells to secrete aminohippurate. Inulin clearance is generally measured during Tm_PAH determinations since glomerular filtration rate (GFR) must be known before calculations of secretory Tm measurements can be done.
• Toxicity: The intravenous LD₅₀ in female mice is 7.22 g/kg.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; RxList

Sigma Aldrich - A1422

包装
10, 25, 100, 250 g in poly bottle

Sigma Aldrich - 122955

Packaging
25 g in poly bottle