(2S)-2-amino-3-(1H-1,2,4-triazol-1-yl)propanoic acid

• ChemBase ID: 151590
• Molecular Formular: C5H8N4O2
• Molecular Mass: 156.14262
• Monoisotopic Mass: 156.06472552
• SMILES: c1ncn(n1)C[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)Cn1cncn1
• InChI: InChI=1S/C5H8N4O2/c6-4(5(10)11)1-9-3-7-2-8-9/h2-4H,1,6H2,(H,10,11)/t4-/m0/s1
• InChIKey: XVWFTOJHOHJIMQ-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-1,2,4-triazol-1-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(1,2,4-triazol-1-yl)propanoic acid
• Synonyms: (S)-2-Amino-3-(1,2,4-triazol-1-yl)propionic acid; 3-(1,2,4-Triazol-1-yl)-L-alanine; (αS)-α-Amino-1H-1,2,4-triazole-1-propanoic Acid; 3-(1,2,4-Triazol-1-yl)-L-alanine; (S)-2-氨基-3-(1,2,4-三唑-1-基)丙酸; 3-(1,2,4-三唑-1-基)-L-丙氨酸

Database IDs

• CAS Number: 4819-36-7
• MDL Number: MFCD03791066
• Beilstein Number: 4181612
• PubChem SID: 24847481; 162245742
• PubChem CID: 7018842

CALCULATED PROPERTIES

• Acid pKa: 0.8172294
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.65579
• LogD (pH = 7.4): -3.669384
• Log P: -3.6556468
• Molar Refractivity: 47.9152 cm^3
• Polarizability: 13.957373 Å^3
• Polar Surface Area: 94.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: produced by Wacker
• Optical Purity: ee: >99% (due to stereospecific enzymatic synthesis)
• Empirical Formula (Hill Notation): C5H8N4O2

DETAILS

Toronto Research Chemicals - T767515

A metabolite common to all triazole fungicides: free triazole, 1,2,4-triazole (T), and its 2 conjugates: triazolylalanine (TA) and triazolylacetic acid (TAA).

REFERENCES

• Hrudey, S., et al.: Water Sci. Technol., 20, 55 (1988)
• Froese, K., et al.: Water Res., 33, 1355 (1988)
• Hengel, M., et al.: J. Agric. Food Chem., 50, 3412 (1988)