Emtricitabine Menthyl Ester

Basic Information

View in Editor

CAS Number

147126-75-8

Molecular Formula

C18H26FN3O4S

Molecular Weight

399.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

519.2°C at 760 mmHg

SMILES

View in Editor

CC1CCC(C(C1)OC(=O)C2OC(CS2)N3C=C(C(=NC3=O)N)F)C(C)C

InChI

InChI=1S/C18H26FN3O4S/c1-9(2)11-5-4-10(3)6-13(11)25-16(23)17-26-14(8-27-17)22-7-12(19)15(20)21-18(22)24/h7,9-11,13-14,17H,4-6,8H2,1-3H3,(H2,20,21,24)

InChIKey

AUTCQXVTOIJYOT-UHFFFAOYSA-N

LogP

3.13790

Complexity

669

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AC-24576
5-Methyl-2-(propan-2-yl)cyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate
2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate
764659-79-2
5-Fluoro ent-Lamivudine Acid D-Menthol Ester;(5S)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate
(2S,5R)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid menthyl ester(FCME)
(5-methyl-2-propan-2-ylcyclohexyl) 5-(4-amino-5-fluoro-2-oxopyrimidin-1-yl)-1,3-oxathiolane-2-carboxylate
(2S,5R)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate
DTXSID60694828
(2S,5R)-(1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate
147126-75-8
SCHEMBL2319744
[1R-[1(2S*,5R*),2beta,5alpha]]-5-(4-Amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
5-(4-AMINO-5-FLUORO-2-OXO-1(2H)-PYRIMIDINYL)-1,3-OXATHIOLANE-2-CARBOXYLIC ACID 5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER
[1R-[1(2S*,5R*),2beta,5alpha]]-5-(4-Amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carbox
SB48778
AKOS025293894
AS-17614
BCP10738
FCME
5-(4-amino-5-fluoro-2-oxo-1(2h)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
[1r-[1(2s*,5r*),2beta,5alpha]]-5-(4-amino-5-fluoro-2-oxo-1(2h)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
(2S,5R)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid menthyl ester (FCME)
(2S,5R)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid menthyl ester
(2S,5R)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carbox...
V0970
The intermediate of his bin
EMtricitabine InterMediate- FCME
[1R-[1(2S*,5R*),2beta,5alpha]]-5-(4-AMino-5-fluoro-2-oxo-1(2H)-
(1R,2S,5R)-MENTHYL-5(S)-FLUOROCYTOSINE-1-YL-[1,3]-OXATHIOLANE-2R-CARBOXYLATE
(2S,5R)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid methyl ester

MDL Number

MFCD22374171

FAQ

What are the physical and chemical properties of Emtricitabine Menthyl Ester (CAS: 147126-75-8)?

Emtricitabine Menthyl Ester is a white or off-white crystalline powder with a molecular weight of approximately 369.42 g/mol. It has a solubility of about 20 mg/mL in water and is practically insoluble in common organic solvents. The compound is stable under normal storage conditions but should be protected from moisture and air. It shows minimal reactivity under standard pharmaceutical conditions.

How is Emtricitabine Menthyl Ester (CAS: 147126-75-8) typically synthesized?

Emtricitabine Menthyl Ester is synthesized through a multi-step process involving the menthyl esterification of emtricitabine. This typically involves the use of menthyl chloride in the presence of a base like sodium hydroxide. The reaction is carried out under mild conditions to achieve high selectivity and yield, with purification steps including recrystallization to obtain the final product.

What industries use Emtricitabine Menthyl Ester (CAS: 147126-75-8)?

Emtricitabine Menthyl Ester is primarily used in the pharmaceutical industry. It serves as an intermediate in the synthesis of antiviral drugs, specifically as a prodrug for emtricitabine, which is used in the treatment of HIV. It is also of interest in research for its potential applications in other areas such as polymer synthesis and sensing technologies.

What precautions should be taken when handling Emtricitabine Menthyl Ester (CAS: 147126-75-8)?

When handling Emtricitabine Menthyl Ester, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. The compound should be handled in a well-ventilated area or under a fume hood to minimize exposure. Spills should be cleaned up using appropriate methods, and the chemical safety data sheet (SDS) should be consulted for detailed emergency procedures. Storage should be in a cool, dry place, away from moisture and direct sunlight.