PD 0332991 HCl

Base Information

• Chemical Name: PD 0332991 HCl
• CAS No.: 827022-32-2
• Molecular Formula: C24H29N7O2^.HCl
• Molecular Weight: 484.001
• Hs Code.: 29399990
• UNII: BKC4F3Q5XL
• ChEMBL ID: CHEMBL3962672
• DSSTox Substance ID: DTXSID00465655
• Wikidata: Q27274724
• Mol file: 827022-32-2.mol

Synonyms:Palbociclib HCl

Chemical Property of PD 0332991 HCl

Chemical Property:

• Boiling Point: 727 °C at 760 mmHg
• Flash Point: 393.5 °C
• PSA: 105.04000
• LogP: 4.23460
• Storage Temp.: = -70C
• Solubility.: ≥14.48 mg/mL in H2O; ≥2.42 mg/mL in DMSO; ≥2.79 mg/mL in EtOH with gentle warming and ultrasonic
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 483.2149509
• Heavy Atom Count: 34
• Complexity: 775

Purity/Quality:

99%, ^*data from raw suppliers

PD0332991 HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(C2=NC(=NC=C12)NC3=NC=C(C=C3)N4CCNCC4)C5CCCC5)C(=O)C.Cl
• Recent EU Clinical Trials: SERENA-6: A Phase III, Double-blind, Randomised Study to Assess Switching to AZD9833 (a Next Generation, Oral SERD) + CDK4/6 Inhibitor (Palbociclib or Abemaciclib) vs Continuing Aromatase Inhibitor (Letrozole or Anastrozole) + CDK4/6 Inhibitor in HR+/HER2- MBC Patients with Detectable ESR1 Mutation Without Disease Progression During 1L Treatment with Aromatase Inhibitor + CDK4/6 Inhibitor
• Description: PD 0332991 is an orally active, selective inhibitor of the cyclin D kinases Cdk4 (IC50 = 11 nM) and Cdk6 (IC50= 16 nM) with no activity against a panel of 36 additional protein kinases. It has been reported to have antiproliferative activity against retinoblastoma-positive tumor cells, blocking retinoblastoma phosphorylation and inducing G1 arrest at nanomolar concentrations. PD 0332991 can inhibit the growth of certain ER-positive or HER2-amplified breast cancer cells (IC50s as low as 4 nM) and demonstrates synergy with tamoxifen and trastuzumab, respectively. PD 0332991 inhibition of Cdk4 activity has been used to demonstrate a role for insulin-activated cyclinD1-Cdk4 signaling in the control of glucose metabolism that is independent of cell cycle progression.

Technology Process of PD 0332991 HCl

There total 10 articles about PD 0332991 HCl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridine-3-yl]piperazine-1-carboxylic acid tert-butyl ester (1651214-74-2) → 6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride (827022-32-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 1h;

Reference yield: 92.0%

4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}piperazine-1-carboxylic acid tert-butyl ester (571189-10-1) → 6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride (827022-32-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 - 20 ℃;

Reference yield: 90.8%

PD 0332991 (571190-30-2) → 6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride (827022-32-2)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 93h; Heating;

upstream raw materials:

4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}piperazine-1-carboxylic acid tert-butyl ester

tert?butyl 4?(6?((6?bromo?8?cyclopentyl?5?methyl?7?oxo?7,8?dihydropyrido[2,3?d]pyrimidin?2?yl)amino)pyridin?3?yl)piperazine?1?carboxylate

tert?butyl 4?(6?((6?(1?butoxyvinyl)?8?cyclopentyl?5?methyl?7?oxo?7,8?dihydropyrido[2,3?d]pyrimidin?2?yl)amino)pyridin?3?yl)piperazine?1?carboxylate

PD 0332991

Downstream raw materials:

PD 0332991

Refernces

• 1、 -. "Palbociclib preparation method". Paragraph 0071-0077. . Retrieved 2019/04/17.
• 2、 -. "PALBOCICLIB SALTS". Page/Page column 44. . Retrieved 2017/07/01.