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

Product Name
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;Ritlectinib;Ritlecitinib (PF-06651600);Ritlecitinib, 10 mM in DMSO;PF-06651600;PF 06651600;PF06651600;Ritlecitinib free base PF-06651600;Janus kinase,Inhibitor,inhibit,PF06651600,Ritlecitinib,JAK,PF 06651600
CBNumber
CB23142473
Molecular Formula
C15H19N5O
Formula Weight
285.34
MOL File
1792180-81-4.mol
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1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Property

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)
form 
powder
pka
13.03±0.50(Predicted)
color 
white to beige
Water Solubility 
H2O: 5mg/mL, clear (warmed)
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0316
Product name
PF-06651600
Purity
≥98% (HPLC)
Packaging
5MG
Price
$105
Updated
2023/06/20
Sigma-Aldrich
Product number
PZ0316
Product name
PF-06651600
Purity
≥98% (HPLC)
Packaging
25MG
Price
$339
Updated
2023/06/20
Usbiological
Product number
462323
Product name
PF-06651600
Packaging
1mg
Price
$319
Updated
2021/12/16
Usbiological
Product number
474159
Product name
PF06651600
Packaging
100mg
Price
$2315
Updated
2021/12/16
ChemScene
Product number
CS-0020243
Product name
Ritlecitinib
Purity
99.98%
Packaging
5mg
Price
$80
Updated
2021/12/16
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1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one Chemical Properties,Usage,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

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

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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

Jinan Million Pharmaceutical Co., Ltd
Product
Ritlecitinib 1792180-81-4
Price
US $50.00/g
Min. Order
10g
Purity
99%
Supply Ability
10KG/M
Release date
2023-08-17
Jinan Jianfeng Chemical Co., Ltd
Product
Ritlecitinib 1792180-81-4
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
5000kg
Release date
2024-08-07
Hebei Mujin Biotechnology Co.,Ltd
Product
1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one 1792180-81-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2024-04-23

1792180-81-4, 1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-oneRelated Search:

PF-06700841 tosylate PF-06650833 PF-06447475 Lorlatinib (PF-06463922) 3-(1-Methyl-1H-pyrazol-4-yl)-5-oxo-N-(2-pyridinylmethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-7-methanesulfonamide 2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Upadacitinib Q-VD-OPh hydrate N-(2-(4'-cyanobiphenyl-4-yl)propyl)propane-2-sulfonaMide H3B-6527 Senexin B 2-(2-((4-bromophenyl)amino)-2-oxoethoxy)-N-(2-(methyl(phenyl)amino)-2-oxoethyl)benzamide (S)-4-(4-((2-(3,5-diMethylphenyl)pyrrolidin-1-yl)Methyl)phenoxy)-3-fluorobenzaMide BMS-986205 Budiodarone tartrate COH-29

  • PF-06651600
  • EOS-61890
  • 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
  • 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
  • Ritlecitinib
  • 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
  • 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
  • Ritlecitinib, 10 mM in DMSO
  • Ritlectinib
  • 1792180-81-4
  • API
  • 1