ChemicalBook > CAS DataBase List > Plx-4032 (RG7024)

Plx-4032 (RG7024)

Product Name
Plx-4032 (RG7024)
CAS No.
1029872-54-5
Chemical Name
Plx-4032 (RG7024)
Synonyms
vemurafenib;Zelboraf;RG 7204;RO 5185426;Plx-4032 (RG7024);Vemurafenib, >=98%;VeMurafenib,PLX 4032;Plx-4032 (RG7024) USP/EP/BP;PLX 4032; RG 7204; RO 5185426;Vemurafenib Plx-4032 (RG7024)
CBNumber
CB22515128
Molecular Formula
C23H18ClF2N3O3S
Formula Weight
489.9221264
MOL File
1029872-54-5.mol
More
Less

Plx-4032 (RG7024) Property

Melting point:
>263oC (dec.)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly, Heated), Methanol (Slightly, Heated)
form 
Solid
color 
Off-White
CAS DataBase Reference
1029872-54-5
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H350May cause cancer

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Biorbyt Ltd
Product number
orb180743
Product name
Vemurafenib (PLX4032)
Purity
>98%
Packaging
100mg
Price
$414.8
Updated
2021/12/16
Biorbyt Ltd
Product number
orb180743
Product name
Vemurafenib (PLX4032)
Purity
>98%
Packaging
250mg
Price
$615.4
Updated
2021/12/16
Biorbyt Ltd
Product number
orb180743
Product name
Vemurafenib (PLX4032)
Purity
>98%
Packaging
1g
Price
$1208.7
Updated
2021/12/16
More
Less

Plx-4032 (RG7024) Chemical Properties,Usage,Production

Uses

Vemurafenib selective BRAFV600E kinase inhibitor; an antitumor agent. Vemurafenib functions by inhibiting the proliferation and mitogen-activated protein/extracellular signal-regulated kinase (ERK) kinase and ERK phosphorylation in a panel of tumor cell lines, including melanoma cell lines expressing BRAFV600E or other mutant BRAF proteins altered at codon 600. Potent B-Raf inhibitor

Definition

ChEBI: Vemurafenib is a pyrrolopyridine that is 1H-pyrrolo[2,3-b]pyridine which is substituted at position 5 by a p-chlorophenyl group and at positions 3 by a 3-amino-2,6-difluorobenzoyl group, the amino group of which has undergone formal condensation with propane-1-sulfonic acid to give the corresponding sulfonamide. An inhibitor of BRAF and other kinases. It has a role as an antineoplastic agent and a B-Raf inhibitor. It is a pyrrolopyridine, a sulfonamide, a member of monochlorobenzenes, a difluorobenzene and an aromatic ketone.

brand name

Zelboraf

General Description

Class: dual threonine/tyrosine kinase; Treatment: melanoma with BRAF mutations; Elimination half-life = 57 h; Protein binding > 99%

Pharmacokinetics

1

Pharmacokinetics

The recommended daily dose of vemurafenib is 1,920 mg (4 × 240 mg tablets, BID), the highest dosage among the three FDA-approved RAF inhibitors (Table 2). One contributing factor for such a high dose is the poor and variable oral bioavailability due to both low cell permeability and poor aqueous solubility. Nevertheless, vemurafenib is absorbed rapidly after a single oral dose of 960 mg, reaching a maximum drug concentration approximately 4 h after administration. It also exhibits long elimination half-life (57 h). It is cleared predominantly via the hepatic route. Following oral administration, the parent drug predominates in the plasma, and the isomeric monohydroxylated species 5 are the only metabolites detected in the plasma due to CYP3A4 mediated oxidation (Fig. 6).

Clinical Use

Vemurafenib was originally discovered at Plexxikon and has been co-developed by Roche and Plexxikon as an oral BRAF inhibitor for the treatment of patients with BRAFV600E mutation- positive metastatic melanoma. The drug displays good potency and selectivity for the V600E mutation (IC50 = 3.2–14 nM), an oncoprotein, over the wild-type BRAF (IC50 = 21–370 nM). The compound is less potent in in vitro kinase assays than other Plexxikon BRAF inhibitors, but it was selected for clinical development based on its enhanced potency against the BARFV600E-containing A374 melanoma cell line.

Synthesis

The synthesis described below is based on a recent process patent (the Scheme).


Commercially available 2-amino-5-bromopyridine (271) was treated with 4-chlorophenylboronic acid (272) in the presence of Na2CO3 and a catalytic amount of Pd(OAc)2/PdCl2(dppf)CH2Cl2 to give Suzuki product 273 in 83% yield. Arene 273 was subjected to iodination conditions using NIS and TFA to provide iodide 274 in 98% yield. Iodide 274 and pinacol vinylboronate 275 were coupled under Suzuki conditions followed by treatment with acid to affect a tandem coupling¨Ccyclization sequence which resulted in pyrimidyl pyrrole 276 in good yield. This material was treated with aluminum trichloride and then subjected to the the acyl chloride of commercially available sulfonamide acid 277, triggering a Friedel- Crafts reaction providing vemurafenib (XXIV) in 85% yield.

target

Primary target: BRAF

Drug interactions

Potentially hazardous interactions with other drugs
Anticoagulants: possibly enhances anticoagulant effect of warfarin.
Antipsychotics: avoid concomitant use with clozapine, risk of agranulocytosis.
Oestrogens and progestogens: contraceptive effect possibly reduced.

Metabolism

Only 5
% of a dose of vemurafenib is metabolised. 94
% of the dose is excreted in the faeces and 1
% in the urine.

Plx-4032 (RG7024) Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Plx-4032 (RG7024) Suppliers

Carbosynth Limited
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6581
Advantage
61
More
Less

View Lastest Price from Plx-4032 (RG7024) manufacturers

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Vemurafenib 1029872-54-5
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-07-24
Zhuozhou Wenxi import and Export Co., Ltd
Product
Plx-4032 (RG7024) 1029872-54-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26
Dideu Industries Group Limited
Product
Plx-4032 (RG7024) 1029872-54-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-30

1029872-54-5, Plx-4032 (RG7024)Related Search:


  • Plx-4032 (RG7024)
  • PLX 4032; RG 7204; RO 5185426
  • RG 7204
  • RO 5185426
  • vemurafenib
  • N-[3-[[5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl]-2,4-difluorophenyl]-1-PropanesulfonaMide
  • N-(3-{[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonaMide
  • VeMurafenib,PLX 4032
  • Zelboraf
  • 1-PropanesulfonaMide, N-[3-[[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl]-2,4-difluorophenyl]-
  • Propane-1-sulfonic acid {3-[5-(4-chloro-phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl}-amide
  • Vemurafenib, >=98%
  • Vemurafenib Plx-4032 (RG7024)
  • PLX4032,Vemurafenib, Free Base
  • (1R)-1-(4-Hydroxy-3-{[(1R)-6-methoxy-1-(4-methoxybenzyl)-2-methyl -1,2,3,4-tetrahydro-7-isoquinolinyl]oxy}benzyl)-6-methoxy-2-methy l-1,2,3,4-tetrahydro-7-isoquinolinol
  • Plx-4032 (RG7024) USP/EP/BP
  • -(3-(5-(4-Chlorophenyl)-1H-pyrrolo[2,3-B]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonaMide
  • 1029872-54-5
  • C23H18ClF2N3O3S