N-(4-Aminobenzoyl)-beta-alanine

HCID 719629CAS 7377-08-4

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Grundinformationen

Standard-SMILES: Nc1ccc(C(=O)NCCC(=O)O)cc1
InChIKey: VHAXWROFYVPXMZ-UHFFFAOYSA-N
Summenformel: C10H12N2O3
Durchschnittliche Molmasse: 208,21 g/mol
Monoisotopische Masse: 208,08479224

Überblick

4-Aminobenzoyl-(beta)-alanine is an organonitrogen compound and an organooxygen compound. It is functionally related to a beta-amino acid.

Namen und Bezeichner

Bevorzugter Name: N-(4-Aminobenzoyl)-beta-alanine
IUPAC: 3-[(4-aminobenzoyl)amino]propanoic acid
Englischer Name: N-(4-Aminobenzoyl)-beta-alanine
Summenformel: C10H12N2O3
Molmasse: 208.21

Namen und Synonyme

N-(4-Aminobenzoyl)-Beta-Alanine7377-08-43-[(4-aminobenzoyl)amino]propanoic AcidAB85LJQ9453-(4-Aminobenzoylamino)propionic acidp-Amino-N-benzoyl-beta-alanine4-aminobenzoyl-beta-alaninebeta-Alanine, N-(p-aminobenzoyl)-3-((4-Aminobenzoyl)amino)propanoic acidbeta-Alanine, N-(4-aminobenzoyl)-DTXSID30224136RefChem:162074

Weitere Namen anzeigen

7377-08-4-TIMTEC-BB SBB000472N-(4-Aminobenzoyl)-Balsalazide Impurity 5Balsalazide Impurity 2Balsalazide AminobenzoylBalsalazide Amino ImpurityN-(4-Aminobenzoyl)--alanineP-aminobenzoyl-beta-alaninen-(4-aminobenzoyl)-á-alanine

DTXCID30146627616-017-73-(4-aminobenzamido)propanoic acidMFCD00009805n-(4-aminobenzoyl)-b-alaninen-(4-aminobenzoyl)-|A-alanine3-(4-amino-benzoylamino)-propionic acid3-[(4-aminophenyl)formamido]propanoic acid

Datenbank-Bezeichner

CAS: 7377-08-4
PubChem CID: 719629
DTXSID: DTXSID30224136
ChEBI: CHEBI:174044
UNII: AB85LJQ945
EC Number: 616-017-7
Nikkaji: J650.175C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0
Polarare Oberfläche (TPSA): 92,4 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 4
Schwere Atome: 15
Formalladung: 0
Komplexität: 235

Physikochemische Eigenschaften

Schmelzpunkt: 152 · 152-154 °C(lit.)
Siedepunkt: 347.41 °C · 347.41°C (rough estimate)
Dichte: 1.242 · 1.2420 (rough estimate)
Dampfdruck: 0 Pa · 0Pa at 20℃
Brechungsindex: 1.483 · 1.4830 (estimate)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
Löslichkeit: DMSO, Methanol (Slightly), Water (Slightly, Heated)
Aggregatzustand: Solid
pka: 4.36 · 4.36±0.10(Predicted)
Farbe: White to Off-White
InChI: InChI=1S/C10H12N2O3/c11-8-3-1-7(2-4-8)10(15)12-6-5-9(13)14/h1-4H,5-6,11H2,(H,12,15)(H,13,14)
InChIKey: VHAXWROFYVPXMZ-UHFFFAOYSA-N
SMILES: C1(C=CC(N)=CC=1)C(=O)NCCC(=O)O
LogP: -1.19 at · -1.19 at 25℃ and pH7.5
Oberflächenspannung: 71.6 mN/m · 71.6mN/m at 1g/L and 20℃
CAS Datenbank: 7377 · 7377-08-4(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.

Warning

H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 17-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28284

Sicherheitsdaten

wgk: 3
hs_code: 2924.29.7790
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsKidney

Cellular LocationsCytoplasm

Anwendungen · 2 Einträge

BeschreibungN-(4-Aminobenzoyl)-beta-alanine is a molecule that was identified in the 1960s and has been used extensively for research purposes. It is a prodrug that is converted to salicylic acid in vivo. The drug has been shown to scavenge reactive oxygen species, inhibit the enzyme catalase, and protect against oxidative damage. N-(4-Aminobenzoyl)-beta-alanine also provides protection against colitis by inhibiting peroxide production and preventing oxidative damage of colon cells. This drug is orally active and may have potential clinical applications for patients with catalase deficiency or peroxide-mediated diseases such as colitis.

VerwendenN-(4-aminobenzoyl)-β-Alanine is a metabolite of BX661A, a therapeutic agent used in the treatment of ulcerative colitis, chemotaxis and reactive oxygen species production in polymorphonuclear leukocy ctes. Inhibits lipid peroxidation in large intestinal mucosa after mesenteric ischemia/reperfusion.