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Bosutinib Monohydrate

Product Name
Bosutinib Monohydrate
CAS No.
918639-08-4
Chemical Name
Bosutinib Monohydrate
Synonyms
bosutinib hydrate;Bosutinib Monohydrate;Bosutinib MonohydrateQ: What is Bosutinib Monohydrate Q: What is the CAS Number of Bosutinib Monohydrate;4-((2,4-Dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrile hydrate
CBNumber
CB62728577
Molecular Formula
C26H31Cl2N5O4
Formula Weight
548.47
MOL File
918639-08-4.mol
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Bosutinib Monohydrate Property

form 
Solid
color 
White to off-white
InChIKey
BXPOSPOKHGNMEP-UHFFFAOYSA-N
SMILES
N(C1C(=CC(Cl)=C(OC)C=1)Cl)C1=C(C=NC2C=C(OCCCN3CCN(C)CC3)C(OC)=CC1=2)C#N.O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H400Very toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

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

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.

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

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

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
FB145112
Product name
Bosutinib monohydrate
Packaging
100mg
Price
$120
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB145112
Product name
Bosutinib monohydrate
Packaging
250mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB145112
Product name
Bosutinib monohydrate
Packaging
1g
Price
$400
Updated
2021/12/16
AK Scientific
Product number
4958BB
Product name
Bosutinibmonohydrate
Packaging
500mg
Price
$455
Updated
2021/12/16
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Bosutinib Monohydrate Chemical Properties,Usage,Production

Uses

Bosutinib hydrate is an oraly activel Src/Abl tyrosine kinase inhibito with IC50 of 1.2 nM and 1 nM, respectively[1].

Definition

ChEBI: A hydrate that is the monohydrate form of anhydrous bosutinib.

Clinical Use

Bosulif ® (Bosutinib hydrate), also known as (SKI-606), is a novel 4-phenylamino-3-quinolinecarbonitrile kinase inhibitor approved for treatment of adults with chronic, accelerated, or blast phase Philadelphia chromosome-positive chronic myeloid leukemia (Ph+CML). Bosutinib is an orally-dosed, dual Src/Abl kinase inhibitor which provides an alternative treatment to patients exhibiting immunity to imatinib and other kinase inhibitors utilized for this treatment. In contrast to competitor tyrosine inhibitors, bosutinib inhibits autophosphorylation of both Srs and Abl kinases, leading to decreased cell growth and apoptosis. Bosutinib was originally developed by Wyeth and continues to be marketed by Pfizer after the merger of Wyeth and Pfizer in 2009.

Synthesis

Several synthetic routes to bosutinib have been reported, including synthetic work for scale up and processing to obtain pure salt forms of bosutinib for pharmaceutical applications.56-59 The current manufacturing route begins with reaction of 2-methoxy-5-nitrophenol (36) and 1-bromo-3- chloropropane (37) to provide aryl chloroether 38 in 82% yield. Reaction of 38 with Nmethylpiperazine (39) and NaI in refluxing DME provided the functionalized aryl-nitro-piperazine 40 (77% yield), which was converted directly to aniline 41 under hydrogenolysis conditions. Aniline 41 was then reacted with triethyl orthoformate and aryl cyanoamide 42, which was generated in one step from 2,4-dichloro-5-methoxy-aniline (44), 1,3-diisopropylcabodiimide (DIC), and cyanoacetic acid (45) under refluxing conditions, to yield advanced intermediate 43 (93% over 2 steps). Finally, conversion of 43 to bosutinib was facilitated by a POCl3-promoted cyclization in the presence of sulfolane. As shown in Scheme 8, employment of carefully optimized conditions for the isolation of bosutinib hydrate (VII) provided material in 75-82% yields and >99% purity.

in vivo

Bosutinib (oral gavage; 75 mg/kg twice daily or 150 mg/kg once daily) hydrate has activity against human KU812 xenografts in nude mice. Bosutinib (150 mg/kg; once daily, 5 days weekly) hydrate has activity against syngeneic Bcr-Abl WT and mutant Ba/F3 xenografts[2].

Animal Model:KU812CM L xenograft model[2]
Dosage:75 mg/kg twice daily or 150 mg/kg once daily
Administration:Bosutinib (oral gavage; 75 mg/kg twice daily or 150 mg/kg once daily)
Result:Had the therapeutic activity and produced a dose- and schedule-dependent weight loss.
Animal Model:Syngeneic Bcr-Abl WT and mutant Ba/F3 xenografts[2]
Dosage:150 mg/kg
Administration:Bosutinib (150 mg/kg; once daily, 5 days weekly)
Result:Decreased the rate of tumor growth and prolonged event-free survival of mice.

References

[1] Jorge E Cortes, et al. Bosutinib versus imatinib in newly diagnosed chronic-phase chronic myeloid leukemia: results from the BELA trial. J Clin Oncol. 2012 Oct 1;30(28):3486-92. DOI:10.1200/JCO.2011.38.7522
[2] Miriam Puttini, et al. In vitro and in vivo activity of SKI-606, a novel Src-Abl inhibitor, against imatinib-resistant Bcr-Abl+ neoplastic cells. Cancer Res. 2006 Dec 1;66(23):11314-22. DOI:10.1158/0008-5472.CAN-06-1199

Bosutinib Monohydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Bosutinib Monohydrate Suppliers

Yunfei Pharmaceutical(Shenzhen) Co., Ltd.
Tel
0755-61160828 15994832653
Fax
0755-61160828
Email
hulixiu@yunfeipharma.com
Country
China
ProdList
252
Advantage
58
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
Advantage
64
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
Taizhou Tongxin Bio-Tech Co., Ltd
Tel
0523-86818997 18652728585
Email
sales@allyrise.com
Country
China
ProdList
2966
Advantage
60
Hunan HuaTeng Pharmaceutical Co., Ltd.,
Tel
400-8592883
Fax
0731-82251112
Email
sales@huatengsci.com
Country
China
ProdList
5872
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58
Suzhou yacoo science co.,Ltd
Tel
0512-87182056 18013166090
Fax
0512-87182056
Email
lingling.qi@yacoo.com.cn
Country
China
ProdList
6295
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60
Xiamen Halosyntech Co., Ltd
Tel
0592-6688068 18106901346
Fax
0592-6686768
Email
qbl2015@halolife.cn
Country
China
ProdList
127
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Pharmacodia (Beijing) Co.,Ltd
Tel
+86-400-851-9921
Fax
+86-10-82826195
Email
sales@pharmacodia.com
Country
China
ProdList
2317
Advantage
55
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Fax
0317-5106596
Email
sale@enkepharma.com
Country
China
ProdList
2267
Advantage
55
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62
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View Lastest Price from Bosutinib Monohydrate manufacturers

Career Henan Chemical Co
Product
Bosutinib Monohydrate 918639-08-4
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
ask
Release date
2018-12-23