CAS 137530-41-7

(+)-2′-Deoxy-3′-thia-5-fluorocytidine

Description:

(+)-2′-Deoxy-3′-thia-5-fluorocytidine, with the CAS number 137530-41-7, is a synthetic nucleoside analog that incorporates sulfur and fluorine into its structure, modifying the natural nucleoside cytidine. This compound features a thioether linkage at the 3′ position and a fluorine atom at the 5′ position, which enhances its stability and alters its biological activity. It is primarily studied for its potential antiviral and anticancer properties, as it can interfere with nucleic acid synthesis. The presence of the fluorine atom can enhance the compound's affinity for viral polymerases, making it a candidate for therapeutic applications against certain viral infections. Additionally, the thioether modification may contribute to its resistance to enzymatic degradation. The compound is typically characterized by its molecular formula, stereochemistry, and specific interactions with biological targets, which are crucial for understanding its pharmacological profile. Overall, (+)-2′-Deoxy-3′-thia-5-fluorocytidine represents a significant area of research in medicinal chemistry and drug development.

Formula: C₈H₁₀FN₃O₃S

InChI: InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m1/s1

InChI key: InChIKey=XQSPYNMVSIKCOC-RITPCOANSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)SC2)C=C(F)C(N)=N1

Synonyms:

• (+)-2′-Deoxy-3′-thia-5-fluorocytidine
• (+)-Ftc
• 1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.
• 1-(2-(Hydroxymethyl)oxathiolan-5-yl)-5-fluorocytosine
• 2',3',5-Ftc
• 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-, rel-
• 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-, cis-
• 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-
• 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2S-cis)-
• 3'-Thia-2'.3'-dideoxy-5-fluorocytidine
• 4-Amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone
• 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• 5-Fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine
• 524W91
• Bw 524W91
• RCV
• Racivir

Emtricitabine Enantiomer (4-amino-5-fluoro-1-((2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one; 5-Fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine)

CAS: 137530-41-7

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₈H₁₀FN₃O₃S

Color and Shape: Off-White Solid

Molecular weight: 247.04269

Ref: 45-1A04620

ent-Emtricitabine

CAS: 137530-41-7

Formula: C₈H₁₀FN₃O₃S

Purity: 95%

Color and Shape: Solid

Molecular weight: 247.2467

Ref: IN-DA0013HH

Emtricitabine Enantiomer

CAS: 137530-41-7

Formula: C₈H₁₀FN₃O₃S

Color and Shape: White To Off-White Solid

Molecular weight: 247.24

Ref: 4Z-E-581

(+)-Emtricitabine

CAS: 137530-41-7

Ref: 7W-GC3631

Emtricitabine IP Impurity D

CAS: 137530-41-7

Formula: C₈H₁₀FN₃O₃S

Molecular weight: 247.25

Ref: ST-EA-CP-E5001

ent-Emtricitabine

Controlled Product

CAS: 137530-41-7

Stability Hygroscopic
Applications A reverse transcriptase inhibitor. It is an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. A nucleoside analog structurally related to Lamivudine (L172500).
References Mellors, J., et al.: Science, 72, 1167 (1996), Reimann, K., et al.: J. Virol., 79, 8878 (2005), Rose, J., et al.: J. Biol. Chem., 280, 7413 (2005), Acierno, P., et al.: J. Immunol., 176, 5338 (2006),

Formula: C₈H₁₀FN₃O₃S

Color and Shape: Neat

Molecular weight: 247.25

Ref: TR-E525005

(+)-Emtricitabine

CAS: 137530-41-7

Emtricitabine is a synthetic nucleoside analog of cytidine. It is used in the treatment of HIV infection and hepatitis B virus infection. Emtricitabine binds to human DNA polymerase, preventing the incorporation of viral DNA into the host cell's genome. This prevents the virus from multiplying and reproducing, thereby inhibiting the spread of HIV in humans. The drug has been shown to inhibit replication at all stages of HIV-1, including reverse transcription and integration into host cell DNA. Emtricitabine also inhibits replication of other viruses such as herpes simplex virus type 1 (HSV-1) and hepatitis C virus (HCV). Emtricitabine is a prodrug that must be activated by phosphorylation before it can be incorporated into DNA. This activation requires tenofovir alafenamide hemifumarate as an activator, which is an experimental drug with improved bioavailability, reduced renal clearance, and

Formula: C₈H₁₀FN₃O₃S

Purity: Min. 95%

Molecular weight: 247.25 g/mol

Ref: 3D-NE16704