2-amino-2-[4-(1H-1,2,3,4-tetrazol-1-yl)phenyl]propanoic acid

• ChemBase ID: 155448
• Molecular Formular: C10H11N5O2
• Molecular Mass: 233.22664
• Monoisotopic Mass: 233.09127462
• SMILES: CC(c1ccc(cc1)n1cnnn1)(C(=O)O)N
• Canonical SMILES: OC(=O)C(c1ccc(cc1)n1cnnn1)(N)C
• InChI: InChI=1S/C10H11N5O2/c1-10(11,9(16)17)7-2-4-8(5-3-7)15-6-12-13-14-15/h2-6H,11H2,1H3,(H,16,17)
• InChIKey: PUQSGMIEFYCTSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-[4-(1H-1,2,3,4-tetrazol-1-yl)phenyl]propanoic acid
• IUPAC Traditional name: 2-amino-2-[4-(1,2,3,4-tetrazol-1-yl)phenyl]propanoic acid
• Synonyms: (±)-α-Methyl-(4-tetrazolylphenyl)glycine

Database IDs

• CAS Number: 169209-66-9
• MDL Number: MFCD00672653
• PubChem SID: 162249586
• PubChem CID: 5311456

CALCULATED PROPERTIES

• Acid pKa: 1.5976125
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.0033517
• LogD (pH = 7.4): -2.011144
• Log P: -2.0033803
• Molar Refractivity: 62.0095 cm^3
• Polarizability: 23.250807 Å^3
• Polar Surface Area: 106.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C10H11N5O2

DETAILS

Sigma Aldrich - M2672

Biochem/physiol Actions
(±)-α-Methyl-(4-tetrazolylphenyl)glycine (MTPG) was used in rat models of cerebral ischemia to explore the role of group II metabotropic glutamate receptors mGluR2/3 in brain ischemia tolerance. MTPG inhibited the induction of ischemia tolerance indicating the involvement of mGluR2/3 in the induction of the protective mechanism. 1
Potent antagonist for (1S,3S)-ACPD-sensitive receptors; preference for GluR2 and GluR3 subtypes