ChemicalBook >> CAS DataBase List >>1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one

CAS No.
1792180-81-4
Chemical Name:
1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one
Synonyms
Ritlecitinib;PF-06651600;CS-2733;EOS-61890;Ritlecitinib (PF-06651600);PF-06651600;PF 06651600;PF06651600;Ritlecitinib free base PF-06651600;Janus kinase,Inhibitor,inhibit,PF06651600,Ritlecitinib,JAK,PF 06651600;1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2;1-[(2S,5R)-2-Methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-1-piperidinyl]-2-propen-1-one
CBNumber:
CB23142473
Molecular Formula:
C15H19N5O
Molecular Weight:
285.34
MDL Number:
MFCD31697544
MOL File:
1792180-81-4.mol
Last updated:2024-11-17 16:00:36

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Properties

Density 1.272±0.06 g/cm3(Predicted)
storage temp. room temp
solubility DMSO:100.0(Max Conc. mg/mL);350.4(Max Conc. mM)
H2O:5.0(Max Conc. mg/mL);17.5(Max Conc. mM)
pka 13.03±0.50(Predicted)
form powder
color white to beige
InChI InChI=1S/C15H19N5O/c1-3-13(21)20-8-11(5-4-10(20)2)19-15-12-6-7-16-14(12)17-9-18-15/h3,6-7,9-11H,1,4-5,8H2,2H3,(H2,16,17,18,19)/t10-,11+/m0/s1
InChIKey CBRJPFGIXUFMTM-WDEREUQCSA-N
SMILES C(N1C[C@H](NC2N=CN=C3NC=CC3=2)CC[C@@H]1C)(=O)C=C
FDA UNII 2OYE00PC25

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PZ0316 PF-06651600 ≥98% (HPLC) 1792180-81-4 5MG $105 2023-06-20 Buy
Sigma-Aldrich PZ0316 PF-06651600 ≥98% (HPLC) 1792180-81-4 25MG $339 2023-06-20 Buy
Usbiological 462323 PF-06651600 1792180-81-4 1mg $319 2021-12-16 Buy
Usbiological 474159 PF06651600 1792180-81-4 100mg $2315 2021-12-16 Buy
ChemScene CS-0020243 Ritlecitinib 99.98% 1792180-81-4 5mg $80 2021-12-16 Buy
Product number Packaging Price Buy
PZ0316 5MG $105 Buy
PZ0316 25MG $339 Buy
462323 1mg $319 Buy
474159 100mg $2315 Buy
CS-0020243 5mg $80 Buy

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Chemical Properties,Uses,Production

Description

Ritlecitinib, a dual JAK3/TEC inhibitor, was granted FDA breakthrough status for treating alopecia areata (autoimmune-induced hair loss) in September 2018. Promising phase 3 trial results in alopecia areata were reported by Pfizer in August 2021, placing it in competition with Lilly/Incyte’s Olumiant. It is also used in clinical studies to treat vitiligo, rheumatoid arthritis, Crohn’s disease, and ulcerative colitis. Ritlecitinib achieved high JAK3 selectivity via covalent interaction with a unique cysteine residue (Cys909) in the catalytic domain.

Characteristics

Primary targets: JAK3/TEC
Class: non-receptor tyrosine kinase
Treatment: alopecia areata (phase III)
Protein binding = 14%

Biochem/physiol Actions

PF-06651600 is a potent and selective JAK3 inhibitor.

Pharmacokinetics

Ritlecitinib exhibited low clearance in rats and dogs, contributing to its good oral bioavailability (85% in rats and 109% in dogs). Its lower oral bioavailability in monkeys (56%) primarily resulted from its fast clearance. The pharmacokinetic properties are directly linked to its stability in hepatocytes and whole blood, demonstrating the power of in vitro assays to predict in vivo pharmacokinetic parameters. The good oral bioavailability obtained from rats and dogs was a combination of high passive permeability, high aqueous solubility (>2 mg/mL), and low hepatic clearance. Ritlecitinib underwent CYP3A4-mediated oxidation of the acrylamide and piperidine ring and glutathione conjugated with the acrylamide. Allometric scaling predicted an oral bioavailability of 90% and a half-life of 2 h in humans, which need to be verified in clinical trials.

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Suppliers

Global( 157)Suppliers
Supplier Tel Email Country ProdList Advantage
Jinan Million Pharmaceutical Co., Ltd
0531-68659554 +8613031714605 info@millionpharm.com China 252 58
Jinan Jianfeng Chemical Co., Ltd
0531-88110457; +8615562555968 info@pharmachemm.com China 248 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12840 58
Wuhan senwayer century chemical Co.,Ltd
+undefined-27-86652399 +undefined13627115097 market02@senwayer.com China 902 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Jinan Carbotang Biotech Co.,Ltd.
+8615866703830 figo.gao@foxmail.com China 8497 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
NINGBOBENKANGJS PHARMTECHCO., LTD
+8615990591583 15990591583 CHINA 2029 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58

View Lastest Price from 1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ritlecitinib pictures 2024-11-25 Ritlecitinib
1792180-81-4
US $50.00 / g 10g 99% 10KG/M Jinan Million Pharmaceutical Co., Ltd
 Ritlecitinib pictures 2024-11-25 Ritlecitinib
1792180-81-4
US $0.00-0.00 / kg 0.10000000149011612kg 99% 5000kg Jinan Jianfeng Chemical Co., Ltd
Ritlecitinib pictures 2024-11-17 Ritlecitinib
1792180-81-4
US $39.00-113.00 / mg 99.92% 10g TargetMol Chemicals Inc.
  • Ritlecitinib pictures
  • Ritlecitinib
    1792180-81-4
  • US $50.00 / g
  • 99%
  • Jinan Million Pharmaceutical Co., Ltd
  •  Ritlecitinib pictures
  • Ritlecitinib
    1792180-81-4
  • US $0.00-0.00 / kg
  • 99%
  • Jinan Jianfeng Chemical Co., Ltd
  • Ritlecitinib pictures
  • Ritlecitinib
    1792180-81-4
  • US $39.00-113.00 / mg
  • 99.92%
  • TargetMol Chemicals Inc.
1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one EOS-61890 1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2 CS-2733 PF-06651600;PF 06651600;PF06651600 1-[(2S,5R)-2-methyl-5(7H-pyrrolo[2,3-d]pyrimidine-4-ylamino)-1-piperidinly]-2-propen-1-one malonate,PF06651600 2-Propen-1-one, 1-[(2S,5R)-2-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-1-piperidinyl]- 1-[(2S,5R)-2-Methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-1-piperidinyl]-2-propen-1-one PF-06651600 Ritlecitinib Ritlecitinib (PF-06651600) Janus kinase,Inhibitor,inhibit,PF06651600,Ritlecitinib,JAK,PF 06651600 1-[(2S,5R)-5-[[7H-Pyrrolo[2,3-d]-4-pyrimidinyl]amino]-2-methyl-1-piperidyl]-2-propen-1-one Ritlecitinib free base PF-06651600 1792180-81-4 API 1