Pazopanib Hydrochloride

Product Name: Pazopanib Hydrochloride
CAS No.: 635702-64-6
Chemical Name: Pazopanib Hydrochloride
Synonyms: Pazopanib hydrochloride;Pazopanib HCl;CS-462;ArMala;786034;GW-786034B;GW786034 HCl;Votrient HCl;Pazopanib HCI;Unii-33Y9anm545
CBNumber: CB42495435
Molecular Formula: C21H24ClN7O2S
Formula Weight: 473.98
MOL File: 635702-64-6.mol

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Pazopanib Hydrochloride Property

Melting point:: >290°C (dec.)
storage temp.: Hygroscopic, Refrigerator, under inert atmosphere
solubility: Acetonitrile (Slightly), DMSO (Slightly)
form: Yellow powder.
color: White to Off-White
Stability:: Hygroscopic
InChI: InChI=1S/C21H23N7O2S.ClH/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16;/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25);1H
InChIKey: MQHIQUBXFFAOMK-UHFFFAOYSA-N
SMILES: CC1N(N=C2C=C(N(C3C=CN=C(NC4C=CC(C)=C(S(=O)(=O)N)C=4)N=3)C)C=CC=12)C.Cl

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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

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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: SML3076
Product name: Pazopanib hydrochloride
Purity: ≥98% (HPLC)
Packaging: 10MG
Price: $86.1
Updated: 2022/05/15

Sigma-Aldrich

Product number: SML3076
Product name: Pazopanib hydrochloride
Purity: ≥98% (HPLC)
Packaging: 50MG
Price: $348
Updated: 2022/05/15

ChemScene

Product number: CS-0126
Product name: PazopanibHydrochloride
Purity: 99.84%
Packaging: 500mg
Price: $420
Updated: 2021/12/16

ApexBio Technology

Product number: A8347
Product name: PazopanibHydrochloride
Packaging: 500mg
Price: $480
Updated: 2021/12/16

ChemScene

Product number: CS-0126
Product name: PazopanibHydrochloride
Purity: 99.84%
Packaging: 1g
Price: $552
Updated: 2021/12/16

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Pazopanib Hydrochloride Chemical Properties,Usage,Production

Description

Pazopanib Hydrochloride is the hydrochloride salt of a small molecule inhibitor of multiple protein tyrosine kinases with potential antineoplastic activity. It is an oral second-generation multitarget TKI developed by GSK and approved for marketing by the FDA in 2009 and the EMA in 2010. It targets the VEGFR, platelet-derived growth factor receptor, and c-kit, key proteins responsible for tumor growth and survival. It is used to treat patients with advanced RCC and advanced soft tissue sarcoma who have experienced chemotherapy. Pazopanib Hydrochloride has a role as an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a tyrosine kinase inhibitor, and an angiogenesis-modulating agent.

Originator

GlaxoSmithKline (US)

Uses

The Hydrochloride salt of Pazopanib (P210925) a oral angiogenesis inhibitor targeting VEGFR and PDGFR.

Uses

Pazopanib Hydrochloride (GW786034, Votrient, Armala) is a novel multi-target inhibitor of VEGFR1, VEGFR2, VEGFR3, PDGFR, FGFR, c-Kit and c-Fms with IC50 of 10 nM, 30 nM, 47 nM, 84 nM, 74 nM, 140 nM and 146 nM, respectively.

Uses

Pazopanib (GW786034) is a novel multi-target inhibitor of VEGFR1, VEGFR2, VEGFR3, PDGFR, FGFR, c-Kit and c-Fms with IC50 of 10 nM, 30 nM, 47 nM, 84 nM, 74 nM, 140 nM and 146 nM, respectively - See more at: http://www.selleckchem.com/products/Pazopanib-Hyd

Definition

ChEBI: A hydrochloride salt prepared from equimolar amounts of pazopanib and hydrochloric acid. Used for treatment of kidney cancer.

Definition

The growth of solid tumors is dependent on angiogenesis, the process wherein new capillaries are formed from existing blood vessels. VEGF is one of the most important inducers of angiogenesis and expressed at high levels by most tumors. Hence, the inhibition of VEGF or its receptor signaling system is an attractive target for cancer therapeutics. The most studied and developed inhibitors are monoclonal antibodies that neutralize VEGF (e.g., bevacizumab), anti-VEGF ribozymes (e.g., angiozyme), and small-molecule VEGFR kinase inhibitors (e.g., sunitinib, sorafenib). Pazopanib is the latest VEGFR kinase inhibitor to reach the market. It is indicated for the oral treatment of advanced RCC. The biological functions of the VEGF family are mediated by activation of three structurally homologous tyrosine kinase receptors, VEGFR-1, VEGFR-2, and VEGFR3. In vitro, pazopanib inhibits VEGFR-1, VEGFR-2, and VEGFR-3 with IC50 values of 10, 30, and 47 nM, respectively. In addition, it inhibits several of the closely related tyrosine receptor kinases, including platelet-derived growth-factor receptor β(PDGFR-β), c-kit, and fibroblast growth factor receptor-1 (FGFR1) with IC50 values of 84, 74, and 140 nM, respectively. In human umbilical vein endothelial cells (HUVEC), pazopanib inhibits VEGF-induced proliferation more potently than basic fibroblast growth factor (bFGF)-stimulated proliferation (IC50 = 21 nM vs. 721 nM) and concentration-dependently inhibits VEGF-induced VEGFR-2 phosphorylation (IC50 = 7 nM). It also potently inhibits angiogenesis in Matrigel plug and corneal micropocket assays. The most common adverse events associated with pazopanib were diarrhea, hypertension, hair depigmentation, nausea, anorexia, and vomiting.

brand name

Votrient

Clinical Use

Pazopanib is a potent and selective multi-targeted receptor tyrosine kinase inhibitor of VEGFR-1, VEGFR-2, VEGFR-3, PDGFR-a/b, and c-kit that blocks tumor growth and inhibits angiogenesis. It was approved for renal cell carcinoma by the U.S. Food and Drug Administration in 2009 and is marketed under the trade name Votrient by the drug’s manufacturer, GlaxoSmithKline.

Side effects

Pazopanib is synthesized in five chemical steps starting from 3-methyl-6-nitroindazole, which is converted to the corresponding 2,3-dimethylindazole analog via N-methylation with trimethyloxonium tetrafluoroborate. Subsequent reduction of the nitro group to the amino group using tin chloride followed by condensation with 2,4dichloropyrimidine yields a chloropyrimidinylaminoindazole intermediate. The final two steps leading up to pazopanib consist of an N-methylation reaction using iodomethane and cesium carbonate followed by condensation with 5-amino-2-methylbenzenesulfonamide.

Synthesis

The synthesis of pazopanib begins with methylation of 3-methyl-6- nitroindazole (82) with trimethyl orthoformate in the presence of BF3?¤OEt to give indazole 83 in 65% yield. Reduction of the nitro group was achieved via transfer hydrogenation to give 84 in 97% yield, and this was followed by coupling the aniline with 2,4-dichloropyrimidine in a THF-ethanol mixture at elevated temperature to provide diarylamine 85 in 90% yield. The aniline nitrogen was then methylated using methyl iodide to give 86 in 83% yield prior to coupling with 5-amino-2-methylbenzenesulfonamide (87) and salt formation using an alcoholic solution of HCl to furnish pazopanib hydrochloride (XIV) in 81% yield.

target

VEGFR1

References

[1] Sodeifian, G. et al. “Solubility of pazopanib hydrochloride (PZH, anticancer drug) in supercritical CO2: Experimental and thermodynamic modeling.” The Journal of Supercritical Fluids 55 1 (2022): 0.
[2] “Stability Indicating HPTLC Method Development and Validation for the Estimation of Pazopanib Hydrochloride in Bulk and its Dosage Form.” International Journal of Pharmaceutical Research 18 1 (2020).
[3] K. Kawasaki . “Retrospective Safety Analysis in Advanced Soft Tissue Sarcoma Patients of Pazopanib Hydrochloride.” Annals of Oncology 24 (2013): Page ix38.
[4] Gupta, Amit and Rashmi Dahima. “Application of Simplex Lattice Mixture design and desirability function in the development and Optimization of SEDDS for protein kinase inhibitor-Pazopanib Hydrochloride.” Research Journal of Pharmacy and Technology 83 1 (2023): 0.

Pazopanib Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Pazopanib Hydrochloride Suppliers

China 275 India 19 Japan 1 South Africa 1 Ukraine 1 United Kingdom 2 United States 19 Global 318

AdooQ BioScience, LLC

Tel: +1 (866) 930-6790
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HBCChem, Inc.

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TargetMol Chemicals Inc.

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InvivoChem

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Cckinase, Inc.

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BOC Sciences

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Protheragen-ING

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Aladdin Scientific

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TargetMol Chemicals Inc.

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ApexBio Technology

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LC Laboratories

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Creative Enzymes

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Combi-Blocks Inc.

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Matrix Scientific

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Santa Cruz Biotechnology, Inc.

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ChemieTek

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Selleck Chemicals LLC

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AK Scientific, Inc.

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Chemcia Scientific, LLC

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View Lastest Price from Pazopanib Hydrochloride manufacturers

Nanjing Fred Technology Co., Ltd

Product: Pazopanib hydrochloride 635702-64-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%，single impurity＜0.1
Supply Ability: 1 ton
Release date: 2023-12-19

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Pazopanib Hydrochlorid 635702-64-6
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-07-24

Weijer International Trade (Hebei) Co., Ltd

Product: Pazopanib HCl 635702-64-6
Price: US $80.00/KG
Min. Order: 1KG
Purity: >99%
Supply Ability: 20tons
Release date: 2023-03-16

635702-64-6, Pazopanib HydrochlorideRelated Search:

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Pazopanib HCl

Pazopanib hydrochloride

Unii-33Y9anm545

BenzenesulfonaMide, 5-[[4-[(2,3-diMethyl-2H-indazol-6-yl)MethylaMino]-2-pyriMidinyl]aMino]-2-Methyl-, hydrochloride

786034

ArMala

Pazopanib Hydrochloride (GW786034)

5-(4-((2,3-diMethyl-2H-indazol-6-yl)(Methyl)aMino)pyriMidin-2-ylaMino)-2-MethylbenzenesulfonaMide hydrochloride

GW786034 (Hydrochloride))

5-[[4-[(2,3-dimethylindazol-6-yl)-methylamino]pyrimidin-2-yl]amino]-2-methylbenzenesulfonamide,hydrochloride

CS-462

GW-786034B

GW-786034;GW786034;GW 786034

Pazopanib HCl (GW786034 HCl)

Pazopanib HCI

Pazopanib HCl (GW786034)

5-[[4-[(2,3-Dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methyl-benzenesulfonamide HCl

Pazopanib HCl API

Pazopanib HCl, >=99%

5-[[4-[(2,3-Dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidin-yl]amino]-2-methylbenzenesulfonamide monohydrochloride

Pazopanib hydrochloride(API)

GW786034 HCl

Votrient HCl

Unii-33Y9anm545 USP/EP/BP

Unii-33Y9anm545 635702-64-6

Pazoni hydrochloride

5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzene-1-sulfonamide hydrochloride

Mosapride Impurity 2 Hydrochloride

5- (4- ((2,3-dimethyl-2H-indole-6-yl) (methyl) amino) pyrimidin-2-yl) amino) -2-methylbenzenesulfonamide hydrochloride

Pazopanil hydrochloride

Pazopanib Hydrochlorid

635702-64-6

C21H23N7O2SHCl

C21H24ClN7O2S

C21H23N7O2SClH

HFC80011

API