(2,4-diaminopteridin-6-yl)methanol hydrochloride

• ChemBase ID: 92236
• Molecular Formular: C7H9ClN6O
• Molecular Mass: 228.63896
• Monoisotopic Mass: 228.05263662
• SMILES: n1c2c(nc(c1)CO)c(nc(n2)N)N.Cl
• Canonical SMILES: OCc1cnc2c(n1)c(N)nc(n2)N.Cl
• InChI: InChI=1S/C7H8N6O.ClH/c8-5-4-6(13-7(9)12-5)10-1-3(2-14)11-4;/h1,14H,2H2,(H4,8,9,10,12,13);1H
• InChIKey: XZHMPUJCSYVIQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,4-diaminopteridin-6-yl)methanol hydrochloride
• IUPAC Traditional name: (2,4-diaminopteridin-6-yl)methanol hydrochloride
• Synonyms: 2,4-Diamino-6-(hydroxymethyl)pteridine hydrochloride; (2,4-diaminopteridin-6-yl)methanol hydrochloride hydrate; 2,4-Diaminopyrimido[4,5-b]pyrazine-6-methanol Monohydrochloride; 4-Diamino-6-pteridinemethanol Hydrochloride; (2,4-Diaminopteridin-6-yl)methanol hydrochloride; 2,4-Diamino-6-(hydroxymethyl)pteridine hydrochloride; (2,4-diaminopteridin-6-yl)methanol hydrochloride; 2,4-二氨基-6-羟甲基蝶啶 盐酸盐

Database IDs

• CAS Number: 73978-41-3
• MDL Number: MFCD00191246; MFCD08435843
• PubChem SID: 24878547; 162078934
• PubChem CID: 2725059

CALCULATED PROPERTIES

• Acid pKa: 13.829903
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.370043
• LogD (pH = 7.4): -1.3699155
• Log P: -1.3699137
• Molar Refractivity: 51.6415 cm^3
• Polarizability: 18.395554 Å^3
• Polar Surface Area: 123.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220 °C(lit.); 220°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C7H8N6O ·HCl

DETAILS

Sigma Aldrich - 541575

Packaging
25 g in glass bottle
Application
Reactant involved in the synthesis of prodrugs1

Toronto Research Chemicals - D416395

Methotrexate intermediate.

REFERENCES

• Feng, Y., et al.: J. Med. Chem., 49, 770 (2006)