CAS 1092578-47-6

(3S,4S)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile

Description:

The chemical substance known as (3S,4S)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile, with the CAS number 1092578-47-6, is characterized by its complex molecular structure, which includes a piperidine ring, a pyrrolo-pyrimidine moiety, and a nitrile functional group. This compound exhibits chirality, indicated by the (3S,4S) configuration, which suggests that it has two stereocenters contributing to its three-dimensional arrangement. The presence of the β-oxo group implies potential reactivity, particularly in forming derivatives or participating in condensation reactions. Additionally, the methyl groups attached to the pyrrolo-pyrimidine and piperidine rings may influence its solubility and biological activity. Such compounds are often of interest in medicinal chemistry due to their potential pharmacological properties, including interactions with biological targets. Overall, this substance's unique structural features may contribute to its specific chemical behavior and potential applications in drug development or other fields of research.

Formula: C₁₆H₂₀N₆O

InChI: InChI=1S/C16H20N6O/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20)/t11-,13+/m0/s1

InChI key: InChIKey=UJLAWZDWDVHWOW-WCQYABFASA-N

SMILES: N(C)(C1=C2C(NC=C2)=NC=N1)[C@@H]3CN(C(CC#N)=O)CC[C@@H]3C

Synonyms:

• 1-Piperidinepropanenitrile, 4-methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-, (3S,4S)-
• (3S,4S)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile

3-((3S,4S)-4-Methyl-3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)-3-oxopropanenitrile

CAS: 1092578-47-6

Formula: C₁₆H₂₀N₆O

Purity: 96%

Color and Shape: Solid

Molecular weight: 312.3696

Ref: IN-DA008T9E

(3S,4S)-Tofacitinib

Controlled Product

CAS: 1092578-47-6

Applications (3S,4S)-Tofacitinib is an enantiopure stereoisomer of the drug, Janus kinase 3(Jak3) inhibitor(CP-690,550).
References Jiang, J., et. al.: J. med. Chem., 51, 8012 (2008)

Formula: C₁₆H₂₀N₆O

Color and Shape: Neat

Molecular weight: 312.37

Ref: TR-T528005

(3S,4S)-Tofacitinib

CAS: 1092578-47-6

Purity: ≥96%

Molecular weight: 312.17

Ref: 10-F813756

(3S,4S)-Tofacitinib

CAS: 1092578-47-6

(3S,4S)-Tofacitinib, a less active enantiomer of tofacitinib, is a Janus kinases inhibitor.

Formula: C₁₆H₂₀N₆O

Purity: 98%

Color and Shape: Solid

Molecular weight: 312.37

Ref: TM-T13426L

(3S,4S)-Tofacitinib-d3

Controlled Product

CAS: 1092578-47-6

Formula: C₁₆D₃H₁₇N₆O

Color and Shape: Neat

Molecular weight: 315.388

Ref: TR-T528007

(3S,4S)-Tofacitinib

CAS: 1092578-47-6

(3S,4S)-Tofacitinib is a tyrosine kinase inhibitor that is used to treat cancer and autoimmune diseases. This drug binds to the enzyme deoxycytidine kinase, which is an important enzyme in DNA synthesis. Tofacitinib citrate is a prodrug that is converted into the active form of the drug in vivo by esterases. (3S,4S)-Tofacitinib has been shown to induce pluripotent stem cells from human bone marrow and has demonstrated efficacy in treating alopecia areata in animal models. The safety profile of this compound appears to be similar to that of other oral tyrosine kinase inhibitors, with side-effects such as diarrhea, nausea, and fatigue being most common. (3S,4S)-Tofacitinib citrate has also been found to be effective in reducing prostate hyperplasia when administered orally at dosages between 10

Formula: C₁₆H₂₀N₆O

Purity: Min. 95%

Molecular weight: 312.37 g/mol

Ref: 3D-STB57847

(3S,4S)-Tofacitinib

CAS: 1092578-47-6

Formula: C₁₆H₂₀N₆O

Molecular weight: 312.38

Ref: ST-EA-CP-T23053