(3S,4S)-Tofacitinib
Basic information
- CAS
1092578-47-6- Standard SMILES
C[C@H]1CCN(C(=O)CC#N)C[C@H]1N(C)c1ncnc2[nH]ccc12- InChIKey
UJLAWZDWDVHWOW-WCQYABFASA-N- Molecular formula
- C16H20N6O
- Average molar mass
- 312.37 g/mol
- Monoisotopic mass
- 312.16985928
Names & identifiers
- Preferred name
- (3S,4S)-Tofacitinib
- IUPAC
- 3-[(3S,4S)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]-3-oxopropanenitrile
- English name
- (3S,4S)-Tofacitinib
- Molecular formula
- C16H20N6O
- Molecular weight
- 312.37
Names & synonyms
(3S,4S)-Tofacitinib1092578-47-63-((3S,4S)-4-methyl-3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)-3-oxopropanenitrile(-)-Tofacitinib3-[(3S,4S)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]-3-oxopropanenitrileC3EP7ZZ9UQTofacitinib, (3S,4S)-CHEMBL459769C16H20N6Oracemic-Tasocitinib(3S,4S)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-beta-oxo-1-piperidinepropanenitrile3-((3S,4S)-4-Methyl-3-(methyl(7H-pyrrolo(2,3-d)pyrimidin-4-yl)amino)piperidin-1-yl)-3-oxopropanenitrile
Show more names
15(3R4S,3S4R）SS-tofacitinibTofacitinib-15ent-TofacitinibTofacitinib 3S,4STofatinib Impurity CTofatinib impurity 15Tofacitinib Impurity CTofacitinib IMpurity A
3-[(3S,4S)-4-methyl-3-[methyl({7H-pyrrolo[2,3-d]pyrimidin-4-yl})amino]piperidin-1-yl]-3-oxopropanenitrile3-[(3S,4S)-4-METHYL-3-[METHYL(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)AMINO]-1-PIPERIDYL]-3-OXO-PROPANENITRILETofacitinib Impurity QMFCD110359201-Piperidinepropanenitrile, 4-methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-ss-oxo-, (3S,4S)-; (3S,4S)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-ss-oxo-1-piperidinepropanenitrile; (3S,4S)-Tofacitinib; ent-Tofacitinib3-{(3S,4S)-4-Methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrileUNII-C3EP7ZZ9UQorb1708149
Database identifiers
- CAS
1092578-47-6- PubChem CID
- 20111936
- DTXSID
DTXSID10602594- ChEMBL
CHEMBL459769- UNII
- C3EP7ZZ9UQ
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 88.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 488
Physicochemical properties
- Density
- 1.296 · 1.296
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 6.04 · 6.04±0.60(Predicted)
- form
- Powder
- color
- Off-white to pink
- InChI
- InChI=1/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+/s3
- InChIKey
- UJLAWZDWDVHWOW-BCFRMRSDNA-N
- SMILES
- C(#N)CC(N1CC[C@H](C)[C@H](N(C)C2=NC=NC3NC=CC=32)C1)=O |&1:7,9,r|
- FDA UNII
- 3 EP7ZZ9UQ · C3EP7ZZ9UQ
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses(3S,4S)-Tofacitinib is an enantiopure stereoisomer of the drug, Janus kinase 3(Jak3) inhibitor(CP-690,550).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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