Compound: famciclovir
SMILES: O=C(OCC(COC(=O)C)CCn1c2nc(ncc2nc1)N)C
InChIKey: GGXKWVWZWMLJEH-UHFFFAOYSA-N
Synonyms: famciclovir, 104227-87-4, Famvir, BRL-42810, Famciclovirum, BRL 42810, [2-(acetyloxymethyl)-4-(2-aminopurin-9-yl)butyl] acetate, DTXSID0023038, QIC03ANI02, 9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine, NSC-758921, CHEBI:4974, 1,3-Propanediol, 2-(2-(2-amino-9H-purin-9-yl)ethyl)-, diacetate (ester), BRL42810, 2-[2-(2-amino-9H-purin-9-yl)ethyl]-1,3-propanediol diacetate, 2-(2-(2-Amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate (ester), 9-(4-acetoxy-3-(acetoxymethyl)but-1-yl)-2-aminopurine, DTXCID403038, 2-(2-(2-amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate, Acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl ester, 2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol diacetate (ester), (2-(acetyloxymethyl)-4-(2-aminopurin-9-yl)butyl) acetate, 1,3-propanediol, 2-[2-(2-amino-9H-purin-9-yl)ethyl]-, diacetate (ester), RefChem:55176, J05AB09, S01AD07, 2-(2-(2-Amino-9H-purin-9-yl)ethyl)propane-1,3-diyl diacetate, Famciclovirum [INN-Latin], 2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate, C14H19N5O4, FCV, Famciclovir (Famvir), MFCD00866964, [2-(acetoxymethyl)-4-(2-aminopurin-9-yl)butyl] acetate, NCGC00095133-01, Famciclovir 100 microg/mL in Acetonitrile, Oravir, 2-(2-(2-AMINO-9H-PURIN-9-YL)ETHYL)-1,3-PROPANEDIOL DIACETATE ESTER, 2-[2-(2-Amino-9H-purin-9-yl)ethyl]trimethylene diacetate;2-[2-(2-Amino-9H-purin-9-yl)ethyl]trimethylene diacetate, SMR000466375, Famvir (TN), CAS-104227-87-4, SR-01000759358, UNII-QIC03ANI02, Famciclovir [USAN:INN:BAN], 2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol diacetate ester, HSDB 8121, Famciclovir (Standard), Spectrum_000466, Valaciclovir Impurity A, FAMCICLOVIR [MI], Spectrum2_001101, Spectrum3_001675, Spectrum4_000611, Spectrum5_001548, FAMCICLOVIR [INN], FAMCICLOVIR [JAN], GlyTouCan:G49386BO, FAMCICLOVIR [USAN], CHEMBL880, FAMCICLOVIR [VANDF], SCHEMBL2949, FAMCICLOVIR [MART.], BSPBio_003489, FAMCICLOVIR [USP-RS], FAMCICLOVIR [WHO-DD], KBioGR_001162, KBioSS_000946, MLS000759505, MLS001424115, MLS006011896, Famciclovir (JAN/USP/INN), SPECTRUM1505201, SPBio_001202, orb1307910, Famciclovir - Bio-X trade mark, SCHEMBL29357294, Famciclovir, >=98% (HPLC), GTPL11629, KBio2_000946, KBio2_003514, KBio2_006082, KBio3_002709, FAMCICLOVIR [ORANGE BOOK], GLXC-10567, HMS1922L09, HMS2051G22, HMS2090G10, HMS2093K12, HMS2232H09, HMS3262O08, HMS3370D14, HMS3393G22, HMS3656A04, HMS3715F03, HMS5081O07, Pharmakon1600-01505201, FAMCICLOVIR [USP MONOGRAPH], ALBB-027262, Diacetyl 6-deoxy-9-(4-hydroxy-3-hydroxymethyl-but-1-yl)guanine, G49386BO, MSK10595, Tox21_111442, Tox21_500793, AK-120, BDBM50248001, CCG-39277, EBC-07021, HY-17426R, NSC758921, s2467, STK623204, 2-(acetoxymethyl)-4-(2-amino-4,5-dihydro-9H-purin-9-yl)butyl acetate, AKOS005556609, Tox21_111442_1, AB07547, AC-8066, CS-1357, DB00426, FF23220, KS-5020, NC00156, NSC 758921, NCGC00095133-02, NCGC00095133-03, NCGC00095133-04, NCGC00095133-06, NCGC00095133-15, NCGC00261478-01, BF164441, HY-17426, SBI-0206743.P001, DB-014809, F0842, NS00009533, SW197536-3, D00317, EN300-120645, AB00639952-06, AB00639952-08, AB00639952_09, AB00639952_10, Q420186, SR-01000759358-4, SR-01000759358-5, 9-(4-acetoxy-3-acetoxymethylbut-1-yl)-2-aminopurine, 9-[4-Acetox y-3-(acetoxymethyl)butyl]-2-aminopurine, BRD-K45033733-001-02-3, BRD-K45033733-001-05-6, BRD-K45033733-001-11-4, BRD-K45033733-001-12-2, Z1530532759, 9-[4-acetoxy-3-(acetoxymethyl)butyl]-2-amino-9h purine, 2-(2-(2-Amino-9H-purin-9-yl)ethyl)-propane-1,3-diyl diacetate, Famciclovir, United States Pharmacopeia (USP) Reference Standard, Famciclovir, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C14H19N5O4
molecular_weight: 321.33 g/mol
exact_mass: 321.14370410 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 9
heavy_atom_count: 23
topological_polar_surface_area: 122 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White shiny plates from ethyl acetate-hexane
color: White shiny plates from ethyl acetate-hexane
melting_point: 102-104 °C
solubility: Solubility in water (25 °C): > 25% w/v initially; rapidly precipitates as sparingly soluble monohydrate (2-3% w/v)
Descriptions:
pubchem: Famciclovir is 2-Amino-9H-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treatment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infections in HIV infected patients. It has a role as an antiviral drug and a prodrug. It is a member of 2-aminopurines and an acetate ester.
chebi: 2-Amino-9<em>H</em>-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treatment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infections in HIV infected patients.
chembl: FAMCICLOVIR is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Famciclovir is a guanosine analogue antiviral drug used for the treatment of various herpesvirus infections, most commonly for herpes zoster (shingles). It is a prodrug form of penciclovir with improved oral bioavailability. Famciclovir is marketed under the trade name Famvir (Novartis).
Famciclovir was patented in 1983 and approved for medical use in 1994. In 2007, the United States Food and Drug Administration approved the first generic version of famciclovir. Generic tablets are manufactured by TEVA Pharmaceuticals and Mylan Pharmaceuticals.