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| CAS No.: | 104227-87-4 |
|---|---|
| Name: | Famciclovir |
| Article Data: | 31 |
| Molecular Structure: | |
|
|
|
| Formula: | C14H19N5O4 |
| Molecular Weight: | 321.336 |
| Synonyms: | Amciclovir;BRL 42810;[2-(acetyloxymethyl)-4-(2-aminopurin-9-yl)butyl] acetate;FCV;1,3-Propanediol, 2-(2-(2-amino-9H-purin-9-yl)ethyl)-, diacetate (ester);2-(2-(2-Amino-9H-purin-9-yl)ethyl)-1,3-propanediol diacetate (ester);Diacetyl 6-deoxy-9-(4-hydroxy-3-hydroxymethyl-but-1-yl)guanine;Famvir;1,3-Propanediol,2-[2-(2-amino-9H-purin-9- yl)ethyl]-,diacetate (ester);Butenafine Hydrochloride;Famcyclovir; |
| EINECS: | 630-411-6 |
| Density: | 1.4 g/cm3 |
| Melting Point: | 102-104 °C |
| Boiling Point: | 550.2 °C at 760 mmHg |
| Flash Point: | 286.6 °C |
| Appearance: | off-white powder |
| Hazard Symbols: |
 T
|
| Risk Codes: | 20/21/22-45-61 |
| Safety: | 36/37/39-45-53 |
| PSA: | 122.22000 |
| LogP: | 1.12220 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
- 108-24-7
acetic anhydride
- 104227-86-3
6-deoxypenciclovir
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| With pyridine; dmap In tetrahydrofuran at 20℃; for 3h; | 97% |
| With triethylamine In dichloromethane at 20 - 30℃; for 10h; | 90% |
| With pyridine; dmap In tetrahydrofuran for 3h; Ambient temperature; | 74% |
| Stage #1: 6-deoxypenciclovir With hydrogenchloride In water at 45 - 50℃; for 1.5h; Stage #2: With triethylamine In dichloromethane at 22 - 30℃; for 0.166667 - 0.25h; Stage #3: acetic anhydride With dmap In dichloromethane at 8 - 11℃; for 2.66667 - 2.75h; | |
| With dmap; triethylamine In dichloromethane at 20℃; for 12h; |
- 108-24-7
acetic anhydride
- 122-51-0
orthoformic acid triethyl ester
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| Stage #1: 2-(2-((2-amino-6-chloro-5-nitrosopyrimidine-4-yl)amino)ethyl)propane-1,3-diol With 5%-palladium/activated carbon; ammonium formate In ethyl acetate at 65℃; for 22h; Stage #2: orthoformic acid triethyl ester With acetic acid In ethyl acetate at 30℃; for 20h; Stage #3: acetic anhydride With dmap; triethylamine In ethyl acetate at 30℃; for 1.5h; Reagent/catalyst; Temperature; | 92.12% |
- 225111-66-0
9-<4-acetoxy-3-(acetoxymethyl)butyl>-2-amino-6-<(4-chlorophenyl)sulfanyl>-9H-purine
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| With nickel In ethanol; water for 1h; Heating; | 91% |
- 108-24-7
acetic anhydride
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| Stage #1: 2-amino-9-(4-hydroxy-3-hydroxymethylbut-1-yl)purine hydrochloride With triethylamine In dichloromethane at 10 - 20℃; Stage #2: acetic anhydride With dmap In dichloromethane at 5 - 20℃; | 91% |
| With dmap; triethylamine In dichloromethane at 20℃; for 2h; Acetylation; | 80% |
| Stage #1: 2-amino-9-(4-hydroxy-3-hydroxymethylbut-1-yl)purine hydrochloride With triethylamine In dichloromethane at 10 - 20℃; for 0.25 - 0.333333h; Stage #2: acetic anhydride With dmap In dichloromethane at 5 - 20℃; for 3h; |
- 104227-86-3
6-deoxypenciclovir
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| With pyridine; dmap; acetic anhydride In tetrahydrofuran; methanol | 91% |
- 97845-60-8
9-<4-acetoxy-3-(acetoxymethyl)butyl>-2-amino-6-chloro-9H-purine
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| With water; ammonium formate; palladium on charcoal In ethyl acetate for 2h; Product distribution / selectivity; | 90.9% |
| With ammonium formate; palladium In methanol; water | 90% |
| With ammonium formate; palladium 10% on activated carbon In methanol for 2h; Heating / reflux; | 90% |
- 108-24-7
acetic anhydride
- 122497-22-7
diethyl 2-(2-(2-aminopurine-9-yl)ethyl)malonate
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| With pyridine; dmap; sodium tetrahydroborate Yield given. Multistep reaction; |
- 17495-12-4
2-amino-7-benzyl-1H-purin-6(7H)-one
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 9 steps 1: 93 percent / 1-methyl-pyrrolidin-2-one / 1 h / 150 °C 2: 1-methyl-pyrrolidin-2-one / 2 h / 120 °C 3: HCOONH4 / Pd/C / methanol / 4 h / Heating 4: aq. NaOH / 0.5 h / Heating 5: 83 percent / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C 6: 99 percent / Et3N; DMAP / CH2Cl2 / 2.5 h / 20 °C 7: 60 percent / H2; Et3N / Pd/C / ethanol / 8 h / 80 - 85 °C / 2250.18 Torr 8: 99 percent / aq. MeNH2 / 0.25 h / 20 °C 9: 97 percent / pyridine; DMAP / tetrahydrofuran / 3 h / 20 °C View Scheme |
- 17495-10-2
N2-acetyl-7-benzylguanine
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 1-methyl-pyrrolidin-2-one / 2 h / 120 °C 2: HCOONH4 / Pd/C / methanol / 4 h / Heating 3: aq. NaOH / 0.5 h / Heating 4: 83 percent / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C 5: 99 percent / Et3N; DMAP / CH2Cl2 / 2.5 h / 20 °C 6: 60 percent / H2; Et3N / Pd/C / ethanol / 8 h / 80 - 85 °C / 2250.18 Torr 7: 99 percent / aq. MeNH2 / 0.25 h / 20 °C 8: 97 percent / pyridine; DMAP / tetrahydrofuran / 3 h / 20 °C View Scheme |
- 19962-37-9
N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide
- 104227-87-4
9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 11 steps 1.1: 12.6 g / 1-methyl-pyrrolidin-2-one / 2 h / 120 °C 2.1: HCOONH4 / Pd/C / methanol / 4 h / Heating 2.2: NH4OH / 1 h / Heating 3.1: 93 percent / 1-methyl-pyrrolidin-2-one / 1 h / 150 °C 4.1: 1-methyl-pyrrolidin-2-one / 2 h / 120 °C 5.1: HCOONH4 / Pd/C / methanol / 4 h / Heating 6.1: aq. NaOH / 0.5 h / Heating 7.1: 83 percent / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C 8.1: 99 percent / Et3N; DMAP / CH2Cl2 / 2.5 h / 20 °C 9.1: 60 percent / H2; Et3N / Pd/C / ethanol / 8 h / 80 - 85 °C / 2250.18 Torr 10.1: 99 percent / aq. MeNH2 / 0.25 h / 20 °C 11.1: 97 percent / pyridine; DMAP / tetrahydrofuran / 3 h / 20 °C View Scheme |
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Specification
1. Introduction of Famciclovir
Famciclovir, with the IUPAC Name of [2-(acetyloxymethyl)-4-(2-aminopurin-9-yl)butyl] acetate, is one kind of Off-White Powder. And this chemical belongs to the Product Categories which include Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals; API's.
2. Properties of Famciclovir
Famciclovir has the following datas: (1)Melting Point: 102-104°C; (2)Boiling point: 550.2 °C at 760 mmHg; (3)Flash Point: 286.6 °C; (4)Density: 1.4 g/cm3; (5)Index of Refraction: 1.628; (6)Molar Refractivity: 81.11 cm3; (7)Molar Volume: 228.4 cm3; (8)Surface Tension: 54.3 dyne/cm; (9)Enthalpy of Vaporization: 83.02 kJ/mol; (10)Vapour Pressure: 3.73E-12 mmHg at 25°C.
3. Structure Descriptors of Famciclovir
(1). Canonical SMILES: CC(=O)OCC(CCN1C=NC2=CN=C(N=C21)N)COC(=O)C
(2). InChI: InChI=1S/C14H19N5O4/c1-9(20)22-6-11(7-23-10(2)21)3-4-19-8-17-12-5-16-14(15)18-13(12)19/h5,8,11H,3-4,6-7H2,1-2H3,(H2,15,16,18)
(3). InChIKey: GGXKWVWZWMLJEH-UHFFFAOYSA-N
4. Use of Famciclovir
Famciclovir is a guanine analogue antiviral drug and it's used for the treatment of various herpesvirus infections, especial for herpes zoster (shingles). Famciclovir comes as a tablet to take by mouth. It is usually taken every three times a day for 7 days to treat shingles. If it's used to treat genital herpes, famciclovir is usually taken twice a day for 5 days. It is also sometimes given in one single large dose as opposed to several days of scheduled small doses. Take famciclovir with food or milk.
5. Safety information of Famciclovir
Safety Information of Famciclovir (CAS NO.104227-87-4):
Hazard Codes: T
Risk Statements: 20/21/22-45-61
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R45:May cause cancer.
R61:May cause harm to the unborn child.
Safety Statements: 36/37/39-45-53
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S53:Avoid exposure - obtain special instructions before use.
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