(S)-Tenofovir | CAS No. 147127-19-3

(S)-Tenofovir

Basic Information

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CAS Number

147127-19-3

Molecular Formula

C9H14N5O4P

Molecular Weight

287.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Agricultural Chemicals Pesticides Insecticides

Basic Physical Properties

Boiling Point

616.1°C at 760 mmHg

SMILES

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CC(CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O

InChI

InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m0/s1

InChIKey

SGOIRFVFHAKUTI-LURJTMIESA-N

LogP

-0.051200000000000134

Topological Polar Surface Area

136.38000000000002 Å²

Hydrogen Bond Donor/Acceptor

4 / 9

Complexity

354

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

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

Synonyms & References

English

147127-19-3
(S)-PMPA
(S)-GS 1278
(S)-(((1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid
AMY11188
[(1S)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methylphosphonic acid
AKOS016844118
CS-0111892
(S)-Tenofovir
CHEMBL483891
C9H14N5O4P
[(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
(S)-9-(2-Phosphonylmethoxypropyl)adenine
(S)-TDF
J-008317
Phosphonic acid, P-[[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-
Phosphonic acid, [[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-
SCHEMBL2040329
Phosphonic acid, (((1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-
EN300-7420358
(s)-9-[2-(phosphonomethoxy)propyl]adenine
(S)-(((1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonicacid
AS-73240
({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid
MFCD21604708
O10188
HY-W074930
Phosphonic acid,P-[[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-
(S)-9-(2-Phosphonomethoxypropyl)adenine
(S)-(1-(6-Amino-9H-Purin-9-Yl)Propan-2-Yloxy)Methylphosphonic Acid
Tenofovir Disoproxil Impurity 26

MDL Number

MFCD21604708

Customs Code

2933990090

FAQ

What are the physical and chemical properties of (S)-Tenofovir (CAS: 147127-19-3)?

(S)-Tenofovir is a white to off-white crystalline powder with a molecular weight of approximately 354.31 g/mol. It has a melting point of around 180-183°C and is poorly soluble in water but soluble in organic solvents like methanol and ethanol. It is stable in acidic and neutral media but reacts with strong bases. (S)-Tenofovir is an antiviral drug used in the treatment of HIV and hepatitis B.

How is (S)-Tenofovir (CAS: 147127-19-3) typically synthesized?

(S)-Tenofovir is synthesized through a stereoselective synthesis involving cyclization and reduction of a specific tetrahydrofuran derivative. The process employs a chiral auxiliary to achieve the (S)-configuration. The overall yield is moderate, and the method is known for its high stereoselectivity. Catalysts used include transition metal complexes and chiral ligands.

What industries use (S)-Tenofovir (CAS: 147127-19-3)?

(S)-Tenofovir is primarily used in the pharmaceutical industry for the treatment of HIV and hepatitis B. It has applications in the development of antiviral drugs and as an intermediate in the synthesis of related compounds. While not extensively used in other industries like polymers or semiconductors, its derivatives might be explored in these fields for specialized applications.

What precautions should be taken when handling (S)-Tenofovir (CAS: 147127-19-3)?

When handling (S)-Tenofovir, it is important to use appropriate personal protective equipment (PPE) such as gloves and goggles. Work in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety guidelines.