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| CAS No.: | 143491-57-0 |
|---|---|
| Name: | Emtricitabine |
| Article Data: | 28 |
| Molecular Structure: | |
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| Formula: | C8H10FN3O3S |
| Molecular Weight: | 247.25 |
| Synonyms: | 2(1H)-Pyrimidinone,4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-;(-)-2',3'-Dideoxy-5-fluoro-3'-thiacytidine;(-)-2'-Deoxy-5-fluoro-3'-thiacytidine;(-)-FTC;524W91;BW 1592;BW 524W91;Coviracil;Emtriva;FTC, (-)-; |
| EINECS: | 604-363-1 |
| Density: | 1.82 g/cm3 |
| Melting Point: | 136-140 °C |
| Boiling Point: | 443.3 °C at 760 mmHg |
| Flash Point: | 221.9 °C |
| Appearance: | white to off-white crystalline solid |
| PSA: | 115.67000 |
| LogP: | 0.12620 |
- 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
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 258832-61-0
2',3'-dideoxy-5-fluoro-3'-thiacytidine hydrochloride
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With triethylamine In methanol at 15 - 60℃; | 93.2% |
| With triethylamine In methanol at 25 - 65℃; for 0.25h; Heating / reflux; | 82% |
| With tributyl-amine In dichloromethane at 25 - 35℃; for 5.5h; | |
| Amberlite LA2 liquid ion-exchange resin; | 25 g |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With triethylamine In ethanol at 50℃; for 1h; | 91.88% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With Isopropyl acetate; triethylamine at 15 - 30℃; for 4h; Reagent/catalyst; | 90% |
| In acetone for 2h; Reflux; | 87% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In methanol at 15 - 60℃; | 88.9% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| Stage #1: (+/-)-cis-2',3'-dideoxy-5-fluoro-3'-thiacytidine With 1,1'-bi-2-naphthol In methanol Reflux; Stage #2: With hydrogenchloride In water; ethyl acetate for 0.5h; pH=2 - 3; | 88.9% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With methanol; potassium carbonate at 0 - 25℃; for 3h; | 87.34% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 0 - 25℃; for 3h; | 86% |
| With potassium carbonate In methanol at 0 - 25℃; for 3.5h; | 82% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-[5-fluoro-2-oxo-4-(phenylcarboxamido)-1,2-dihydro-1-pyrimidinyl]-1,3-oxathiolane-2-carboxylate With methanol at 40℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate; dipotassium hydrogenphosphate; water; sodium hydroxide In methanol at 20℃; for 1h; diastereoselective reaction; | 75% |
- 764659-72-5
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; dipotassium hydrogenphosphate; water; sodium hydroxide In ethanol at 20℃; Temperature; | 70% |
| Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With sodium tetrahydroborate In methanol at -5℃; for 5h; Inert atmosphere; Stage #2: With isopropyl alcohol In water at 60℃; for 1h; Stage #3: With methanol In water Product distribution / selectivity; | 65% |
| With methanol; sodium tetrahydroborate at -7 - -5℃; for 6h; Product distribution / selectivity; Inert atmosphere; | 65% |
- 143491-57-0
emtricitabine
| Conditions | Yield |
|---|---|
| With ammonia Ambient temperature; Yield given; |
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- 68-19-9Cyanocobalamin
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Chemistry
Molecular Structure:
Molecular Formula: C8H10FN3O3S
Molecular Weight: 247.2467
IUPAC Name: 4-Amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Synonyms of Emtricitabine (CAS NO.143491-57-0): Truvada ; (-)-2'-Deoxy-5-fluoro-3'-thiacytidine ; (-)-FTC ; (2R-cis)-4-Amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-pyrimidinone ; 2'-Deoxy-5-fluoro-3'-oxa-4'-thiocytidine ; 2'-Deoxy-5-fluoro-3'-thiacytidine ; 2-FTC ; 5-Fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine ; 524W91 ; BW 1592 ; BW 524W91 ; BW524W91 ; Coviracil ; DRG-0208 ; Emtriva ; FTC ; FTC, (-)- ; HSDB 7337 ; UNII-G70B4ETF4S ; dOTFC ; 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-, (2R-cis)-
CAS NO: 143491-57-0
Classification Code: Anti-Infective Agents ; Antiretroviral ; Antiviral Agents ; Antiviral [treatment of HIV-1 and hepatitis B infections]
Melting point: 136-140°C
Polar Surface Area: 79.67 Å2
Index of Refraction: 1.731
Molar Refractivity: 54.01 cm3
Molar Volume: 135.1 cm3
Surface Tension: 72.8 dyne/cm
Density: 1.82 g/cm3
Flash Point: 221.9 °C
Enthalpy of Vaporization: 80.89 kJ/mol
Boiling Point: 443.3 °C at 760 mmHg
Vapour Pressure: 1.01E-09 mmHg at 25°C
History
Dr. Dennis C. Liotta, Dr. Raymond Schinazi and Dr. Woo-Baeg Choi of Emory University and licensed to Triangle Pharmaceuticals discovered Emtricitabine (CAS NO.143491-57-0) by Emory in 1996. Triangle Pharmaceuticals was acquired in 2003 by Gilead Sciences, who completed development and now market the product with the brand name Emtriva.
Uses
Emtricitabine (CAS NO.143491-57-0) is used as an anti-AIDS drug. It is also used as an antiviral drug.
Safety Profile
Hazardous Substances Data Emtricitabine (CAS NO.143491-57-0): 143491-57-0(Hazardous Substances Data)
Specification
Emtricitabine (CAS NO.143491-57-0) works by inhibiting reverse transcriptase which can help to lower the amount of HIV and increase the number of immune system cells.