5-{[3,4,5-tris(13C)methoxyphenyl]methyl}pyrimidine-2,4-diamine

• ChemBase ID: 179168
• Molecular Formular: C14H18N4O3
• Molecular Mass: 293.29568451
• Monoisotopic Mass: 293.14795497
• SMILES: c1(c(c(cc(c1)Cc1c(nc(nc1)N)N)O[13CH3])O[13CH3])O[13CH3]
• Canonical SMILES: [13CH3]Oc1cc(Cc2cnc(nc2N)N)cc(c1O[13CH3])O[13CH3]
• InChI: InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)/i1+1,2+1,3+1
• InChIKey: IEDVJHCEMCRBQM-VMIGTVKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[3,4,5-tris(^1^3C)methoxyphenyl]methyl}pyrimidine-2,4-diamine
• IUPAC Traditional name: 5-{[3,4,5-tris(^1^3C)methoxyphenyl]methyl}pyrimidine-2,4-diamine
• Synonyms: 5-[(3,4,5-(Trimethoxy-13C3)yphenyl)methyl]-2,4-pyrimidinediamine; 2,4-Diamino-5-[3',4',5'-(trimethoxy-13C3)benzyl]pyrimidine; Instalac-13C3; Monotrim-13C3; Proloprim-13C3; Syraprim-13C3; Tiempe-13C3; Trimanyl-13C3; Uretrim-13C3; Trimethoprim-13C3

Database IDs

• CAS Number: 1189970-95-3
• PubChem SID: 164235078
• PubChem CID: 46783190

CALCULATED PROPERTIES

• Acid pKa: 17.334406
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.020083463
• LogD (pH = 7.4): 1.0960962
• Log P: 1.2839073
• Molar Refractivity: 81.5094 cm^3
• Polarizability: 29.759577 Å^3
• Polar Surface Area: 105.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol (hot)
• Apperance: White to Off-White Solid
• Melting Point: 197-199°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T795616

Antibacterial.

REFERENCES

• Manius, G.J., et al.: Anal. Profiles Drug Subs., 7, 445 (1978)
• Roth, B., et al.: J. Med. Chem., 23, 379 (1978)
• Brogden, R.N., et al.: Drugs, 23, 405 (1978)