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Tenofovir disproxil carbamate

Tenofovir disproxil carbamate is a carbamate-esterified phosphate prodrug derivative featuring a cyclopropylmethyl ester group linked to a tenofovir core via a carbamate linkage. Its structure incorporates a phosphorylated 2',3'-dideoxyribonucleoside scaffold with dual ester functionalities, enhancing solubility and metabolic stability. The compound represents a specific degradation byproduct during API synthesis or storage, arising from carbamate-mediated hydrolysis of the prodrug moiety.

On Request
Molecular Formula C23H36N5O12P
Molecular Weight 605.5000
CAS Number 1244022-54-5 ✓ Verified
PubChem CID 71752360 ↗
Purity N/A
Product Type API Impurity
Parent Drug Tenofovir
Lead Time On Request
IUPAC Name propan-2-yl [[(2R)-1-[6-(propan-2-yloxycarbonylamino)purin-9-yl]propan-2-yl]oxymethyl-(propan-2-yloxycarbonyloxymethoxy)phosphoryl]oxymethyl carbonate

📝 Synonyms

Tenofovir Disoproxil Isopropoxycarbonyl 1244022-54-5 (R)-Isopropyl (9-(2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphoryl)methoxy)propyl)-9H-purin-6-yl)carbamate 72BJ59FVC3 propan-2-yl [[(2R)-1-[6-(propan-2-yloxycarbonylamino)purin-9-yl]propan-2-yl]oxymethyl-(propan-2-yloxycarbonyloxymethoxy)phosphoryl]oxymethyl carbonate Tenofovir disoproxil isopropoxycarbonyl impurity 2,4,6,8-Tetraoxa-5-phosphanonanedioic acid, 5-[[(1R)-1-methyl-2-[6-[[(1-methylethoxy)carbonyl]amino]-9H-purin-9-yl]ethoxy]methyl]-, 1,9-bis(1-methylethyl) ester, 5-oxide; [[(2R)-1-[6-(Isopropyloxycarbonylamino)-9H-purin-9-yl]propan-2-yloxy]methyl(isopropyloxycarbonyloxymethoxy)phosphoryl]oxymethyl Isopropyl Carbonate UNII-72BJ59FVC3 DTXSID60858428 Tenofovir disoproxil Impurity 13

🔬 Chemical Identifiers

C[C@H](CN1C=NC2=C(N=CN=C21)NC(=O)OC(C)C)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C
InChI=1S/C23H36N5O12P/c1-14(2)38-21(29)27-19-18-20(25-9-24-19)28(10-26-18)8-17(7)35-13-41(32,36-11-33-22(30)39-15(3)4)37-12-34-23(31)40-16(5)6/h9-10,14-17H,8,11-13H2,1-7H3,(H,24,25,27,29)/t17-/m1/s1
OIVGIZKCGVNNKM-QGZVFWFLSA-N

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