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GSK1120212 (DMSO solvate)

Product Name
GSK1120212 (DMSO solvate)
CAS No.
1187431-43-1
Chemical Name
GSK1120212 (DMSO solvate)
Synonyms
Trametinib dimethyl sulfoxide;154988;JTP-74057;GSK 1120212B;DMSO solvate;JTP-74057;GSK1120212;TraMetinib DMSO (API);Trametinib Impurity 28;JTP-74057 (DMSO solvate);GSK1120212 (DMSO solvate)
CBNumber
CB92624177
Molecular Formula
C28H29FIN5O5S
Formula Weight
693.53
MOL File
1187431-43-1.mol
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GSK1120212 (DMSO solvate) Property

storage temp. 
Store at -20°C
solubility 
insoluble in EtOH; insoluble in H2O; ≥11.2 mg/mL in DMSO with gentle warming and ultrasonic
form 
solid
color 
White to off-white
InChI
InChI=1S/C26H23FIN5O4.C2H6OS/c1-13-22-21(23(31(3)24(13)35)30-20-10-7-15(28)11-19(20)27)25(36)33(17-8-9-17)26(37)32(22)18-6-4-5-16(12-18)29-14(2)34;1-4(2)3/h4-7,10-12,17,30H,8-9H2,1-3H3,(H,29,34);1-2H3
InChIKey
OQUFJVRYDFIQBW-UHFFFAOYSA-N
SMILES
S(=O)(C)C.N(C1C=CC(I)=CC=1F)C1N(C(=O)C(C)=C2N(C3C=CC=C(NC(=O)C)C=3)C(=O)N(C3CC3)C(=O)C=12)C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H361Suspected of damaging fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

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.

P261Avoid breathing 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.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

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

P281Use personal protective equipment as required.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P314Get medical advice/attention if you feel unwell.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ApexBio Technology
Product number
A3887
Product name
TrametinibDMSOsolvate
Packaging
10mM(in 1mL DMSO)
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-0061
Product name
Trametinib(DMSOsolvate)
Purity
99.77%
Packaging
10mg
Price
$60
Updated
2021/12/16
Apolloscientific
Product number
BISN0218
Product name
Trametinib DMSO solvate
Packaging
5mg
Price
$68
Updated
2021/12/16
Biosynth Carbosynth
Product number
FT65193
Product name
GSK 1120212B
Packaging
50mg
Price
$75
Updated
2021/12/16
ApexBio Technology
Product number
A3887
Product name
TrametinibDMSOsolvate
Packaging
50mg
Price
$80
Updated
2021/12/16
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GSK1120212 (DMSO solvate) Chemical Properties,Usage,Production

Description

In May 2013, the US FDA approved trametinib (also referred to as GSK1120212 and JTP-74057), for the treatment of patients with unresectable or metastatic melanoma with BRAFV600e or BRAFV600K mutations as detected by an FDA-approved test. Extensive lead optimization led to the identification of trametinib which is a potent ATP noncompetitive inhibitor of MEK1 and MEK2 (IC50 =0.7 and 0.9 nM, respectively, with initially unphosphorylated MEK). It also showed inhibitory activity in ACHN and HT-29 cancer cell lines (IC50s of 9.8 and 0.57 nM, respectively). Consistent with its in vitro activity, trametinib showed significant antitumor activity in a KRASG12S A549 tumor xenograft model where near to complete tumor growth inhibition (TGI) was observed at 5.0 and 2.5 mg/kg (92% and 87% TGI, respectively). Broad antitumor activity was seen in other xenograft models as well. A synthetic route to trametinib that employs a base catalyzed rearrangement of a pyrido[2,3-d]pyrimidine core to pyrido[4,3-d]pyrimidine, as a key step has been reported.

Originator

Japan Tobacco (Japan)

Uses

Trametinib (DMSO Solvate) is a highly potent and selective MEK inhibitor with significant antitumor activity.

Definition

ChEBI: An addition compound obtained by combining equimolar amounts of trametinib and dimethyl sulfoxide. Used for the treatment of patients with unresectable or metastatic melanoma with BRAF V600E or V600K mutations, and who have not received prior BRAF inhibito treatment.

brand name

Mekinist

Synthesis

Commercial 2-fluoro-4-iodoaniline (180) was sequentially subjected to CDI and cyclopropylamine to generate urea 181 in 96% yield. This was followed by coupling with cyanoacetic acid in the presence of mesyl chloride and DMF to furnish imide 182 in 96% yield. Under basic conditions, imide 182 underwent an intramolecular cyclization reaction to produce pyrimidine-2,4- dione 183 in 88% yield. Next, condensation with DMF¨CDMA generated formamidine 184 in 92% yield, and this was followed by NaBH4-mediated reduction and subsequent annulation with 2- methyl-malonic acid (186) to arrive at trione 187 in 58% from 184. Trione 187 was then treated with p-toluenesulfonyl chloride in Et3N, and the resulting tosylate was exposed to 30-aminoacetanilide (189) in the presence of 2,6-lutidine and DMA, inducing an addition-elimination reaction to give pyrido[2,3-d]pyrimidine 190 in 93% yield. The rearrangement of pyrido[2,3-d]pyrimidine 190 with sodium methoxide in THF/MeOH gave pyrido[4,3- d]pyrimidine (trametinib) in 89% yield. This was then complexed with a single equivalent of DMSO to produce trametinib DMSO (XXIV) in 92% yield.

GSK1120212 (DMSO solvate) Preparation Products And Raw materials

Raw materials

Preparation Products

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GSK1120212 (DMSO solvate) Suppliers

Taizhou Ruixin Chemical Co., Ltd.
Tel
0576-89085261 15867635987
Fax
0576-89085262
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jasonhu09@163.com
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China
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Shijiazhuang Dingmin pharmaceutical Sciences Co.,Ltd
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+86-0311-67591193 +86-15030197620
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QQ:2786999724
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sales02@dingminpharma.com
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China
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Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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info@hanhongsci.com
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China
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Shanghai Topbiochem Technology Co., Ltd
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021-58170097
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info@topbiochem.com
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China
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Shenzhen HwaGen Pharmaceutical Co.,Ltd
Tel
18927339850
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0752-5319394
Email
xiaodong.shi@rafflespt.com
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China
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
Fax
(86) 21-58955996
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info@chemexpress.com
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China
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7552
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ShangHai Caerulum Pharma Discovery Co., Ltd.
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18149758185 18149758185
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sales-cpd@caerulumpharma.com
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China
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Finetech Industry Limited
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027-87465837 19945049750
Fax
027-8777-2287
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sales@finetechnology-ind.com
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China
ProdList
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Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
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sales@hcshhai.com
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China
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9793
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50
LETOPHARM LIMITED
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+86-21-5821 5861
Fax
+86-21-5106 2861
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sales@letopharm.com
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China
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View Lastest Price from GSK1120212 (DMSO solvate) manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Trametinib dimethyl sulfoxide 1187431-43-1
Price
US $0.00/G
Min. Order
5G
Purity
98%min
Supply Ability
30kg/month
Release date
2023-02-07
Shaanxi Dideu Medichem Co. Ltd
Product
GSK1120212 (DMSO solvate) 1187431-43-1
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-27
Henan Fengda Chemical Co., Ltd
Product
GSK1120212 (DMSO solvate) 1187431-43-1
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-26

1187431-43-1, GSK1120212 (DMSO solvate)Related Search:


  • GSK 1120212B
  • Trametinib dimethyl sulfoxide
  • GSK1120212 (DMSO solvate)
  • JTP-74057
  • TraMetinib (DMSO solvate)
  • TraMetinib DMSO (API)
  • GSK-1120212 dimethyl sulfoxide
  • N-(3-(3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2H)-yl)phenyl)acetamide compound with (methylsulfinyl)methane (1:1)
  • 154988
  • Trametinib DMSO solvate, >=98%
  • JTP-74057;GSK1120212
  • N-(3-{3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-6,8-dimethyl-2,4,7-trioxo-1H,2H,3H,4H,6H,7H-pyrido[4,3-d]pyrimidin-1-yl}phenyl)acetamide
  • JTP-74057 (DMSO solvate)
  • rametinibdimethylsulfoxide
  • TIANFU 1187431-43-1 GSK1120212 (DMSO solvate)
  • Trametinib dimethyl sulfoxide,GSK1120212 (DMSO solvate)
  • N-(3-(3-Cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2H)-yl)phenyl)acetamide dimethyl sulfoxide complex
  • DMSO solvate
  • Enzastaurin Impurity 1 (Bisindolylmaleimide V)
  • Trametinib Impurity 28
  • 1187431-43-1
  • C28H29FIN5O5S
  • C26H23FIN5O4C2H6OS
  • API