CHEMICAL AND PHYSICAL PROPERTIES
| Color/Form | Yellow foam |
|---|---|
| Melting Point | White crystalline solid. MP: 199-206 °C /Tofacitinib monocitrate/ |
| LogP | 1.808 |
| Stability/Shelf Life | Stable under recommended storage conditions. /Tofacitinib citrate/ |
| Optical Rotation | Specific optical rotation: +10.4 deg at 25 °C/D (c = 0.64 in methanol) |
| Dissociation Constants | pKa1 = 8.46 (cyano); pKa2 = 13.56 (secondary amine) |
SAFETY INFORMATION
| Signal word | Warning |
|---|---|
| Pictogram(s) |
 Environment GHS09 |
| GHS Hazard Statements |
H410:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P273:Avoid release to the environment. P391:Collect spillage. Hazardous to the aquatic environment |
COMPUTED DESCRIPTORS
| Molecular Weight | 312.37 g/mol |
|---|---|
| XLogP3 | 1.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 312.16985928 g/mol |
| Monoisotopic Mass | 312.16985928 g/mol |
| Topological Polar Surface Area | 88.9 Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 488 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Tofacitinib is a pyrrolopyrimidine that is pyrrolo[2,3-d]pyrimidine substituted at position 4 by an N-methyl,N-(1-cyanoacetyl-4-methylpiperidin-3-yl)amino moiety. Used as its citrate salt to treat moderately to severely active rheumatoid arthritis. It has a role as an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor and an antirheumatic drug. It is a pyrrolopyrimidine, a N-acylpiperidine, a nitrile and a tertiary amino compound.