2-amino-6-methyl-5,6,7,8-tetrahydropteridin-4-ol dihydrochloride

• ChemBase ID: 132581
• Molecular Formular: C7H13Cl2N5O
• Molecular Mass: 254.11702
• Monoisotopic Mass: 253.04971542
• SMILES: CC1CNc2c(c(nc(n2)N)O)N1.Cl.Cl
• Canonical SMILES: CC1CNc2c(N1)c(O)nc(n2)N.Cl.Cl
• InChI: InChI=1S/C7H11N5O.2ClH/c1-3-2-9-5-4(10-3)6(13)12-7(8)11-5;;/h3,10H,2H2,1H3,(H4,8,9,11,12,13);2*1H
• InChIKey: MKQLORLCFAZASZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-methyl-5,6,7,8-tetrahydropteridin-4-ol dihydrochloride
• IUPAC Traditional name: 2-amino-6-methyl-5,6,7,8-tetrahydropteridin-4-ol dihydrochloride
• Synonyms: 6-MPH4; DL-2-Amino-4-hydroxy-6-methyl-5,6,7,8-tetrahydropteridine dihydrochloride; (±)-6-Methyl-5,6,7,8-tetrahydropterine dihydrochloride

Database IDs

• CAS Number: 69113-63-9
• MDL Number: MFCD00058175
• Beilstein Number: 5648114
• PubChem SID: 24896941; 162226858
• PubChem CID: 16219657

CALCULATED PROPERTIES

• Acid pKa: 13.321375
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.025842153
• LogD (pH = 7.4): -0.024466492
• Log P: -0.024448402
• Molar Refractivity: 52.814 cm^3
• Polarizability: 17.432838 Å^3
• Polar Surface Area: 96.09 Å^2
• Rotatable Bonds: 0
• 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: -20°C

Product Information

• Purity: ~95% (TLC); ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C7H11N5O · 2HCl

DETAILS

Sigma Aldrich - M4758

Application
6-MPH4 is used to study mechanisms of nitric oxide (NO) synthase and free radical induced L-DOPA release from striatal tissue.
Biochem/physiol Actions
Synthetic cofactor for tyrosine hydrolase; also cofactor for phenylalanine and tryptophan hydroxylases; less activity than the natural cofactor, BH4