ChemicalBook > CAS DataBase List > Icotinib (Hydrochloride)

Icotinib (Hydrochloride)

Product Name
Icotinib (Hydrochloride)
CAS No.
1204313-51-8
Chemical Name
Icotinib (Hydrochloride)
Synonyms
CS-1906;CS-1016;Icotinib HCl;Icotinib (Hydrochloride);Icotinib Hydrochloride (BPI-2009);Icotinib (Hydrochloride) impurity;Icotinib Hydrochloride, 10 mM in DMSO;N-(3-Ethynylphenyl)-7,8,10,11,13,14-hexahydro-[1,4,7,10]tetraoxacyclododecino[2,3-g]quinazolin-4-amine hydrochloride;N-(3-Ethynylphenyl)-7,8,10,11,13,14-hexahydro-[1,4,7,10]tetraoxacyclododecino[2,3-g]quinazolin-4-amine hydrochloride Icotinib (Hydrochloride)
CBNumber
CB22624183
Molecular Formula
C22H22ClN3O4
Formula Weight
427.89
MOL File
1204313-51-8.mol
More
Less

Icotinib (Hydrochloride) Property

storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Powder
color 
White to off-white
InChI
InChI=1S/C22H21N3O4.ClH/c1-2-16-4-3-5-17(12-16)25-22-18-13-20-21(14-19(18)23-15-24-22)29-11-9-27-7-6-26-8-10-28-20;/h1,3-5,12-15H,6-11H2,(H,23,24,25);1H
InChIKey
PNNGXMJMUUJHAV-UHFFFAOYSA-N
SMILES
N(C1C=CC=C(C#C)C=1)C1=NC=NC2C=C3OCCOCCOCCOC3=CC1=2.Cl
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

ChemScene
Product number
CS-0918
Product name
Icotinib(Hydrochloride)
Purity
99.99%
Packaging
5mg
Price
$70
Updated
2021/12/16
ChemScene
Product number
CS-0918
Product name
Icotinib(Hydrochloride)
Purity
99.99%
Packaging
10mg
Price
$100
Updated
2021/12/16
ApexBio Technology
Product number
A3482
Product name
IcotinibHydrochloride
Packaging
5mg
Price
$190
Updated
2021/12/16
ChemScene
Product number
CS-0918
Product name
Icotinib(Hydrochloride)
Purity
99.99%
Packaging
50mg
Price
$290
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
110621
Product name
IcotinibHydrochloride
Packaging
300mg
Price
$690
Updated
2021/12/16
More
Less

Icotinib (Hydrochloride) Chemical Properties,Usage,Production

Uses

Icotinib Hydrochloride (BPI-2009) is a potent and specific EGFR inhibitor with an IC50 of 5 nM; also inhibits mutant EGFRL858R, EGFRL858R/T790M, EGFRT790M and EGFRL861Q. Icotinib (Hydrochloride) is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

Clinical Use

Icotinib hydrochloride, developed by the Chinese pharmaceutical company Zhejiang Bata Pharma Inc., is a potent small molecule epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor for the treatment of non-small cell lung cancer (NSCLC). It was first approved by the SFDA of China, and launched under the brand name Conmana in the middle of 2011, representing an important milestone for Chinese pharmaceutical research and development. As the third EGFR-TKI drug targeting NSCLS therapy, icotinib hydrochloride possesses a similar structure to gefitinib (Iressa, AstraZeneca) and erlotinib (Tarceva, OST & Roche). Interestingly, a randomized, double-blind phase III clinical study of icotinib versus gefitinib in 399 patients with advanced NSCLC demonstrated that icotinib provides similar efficacy to gefitinib, but with better tolerability in NSCLC patients previously treated with one or two chemotherapy agents.

Synthesis

Icotinib was prepared by a similar process approach to that of erlotinib. Beginning from commercially available 2,20-(ethylenedioxy)diethanol (162), bis-tosylation to 163, followed by bis-alkylation with commercially available catechol derivative 164 provided crown-4-ether 165 in 96% yield. Nitration of polyether 165 using concentrated nitric acid and concentrated sulfuric acid provided nitroarene 166 in 65% yield. Reduction of the nitroarene under catalytic hydrogenation conditions gave amine 167 in 85% yield. Condensation of the amine 167 with formamide in the presence of ammonium formate afforded quinazolinone 168 in 80% yield. The chlorination of 168 using POCl3 furnished quinazolyl chloride 169 in 77% yield. The treatment of chloride 169 with amine 170 followed by the HCl salt formation produced icotinib hydrochloride (XIV) in good yield.

in vivo

Icotinib exhibits potent dose-dependent antitumor effects in nude mice carrying a variety of human tumor-derived xenografts. The drug is well tolerated at doses up to 120 mg/kg/day in mice without mortality or significant body weight loss during the treatment. Icotinib inhibits tumor growth at a rate of 25.2%, 45.6% and 51.5% in the A431 cell line groups; 3.4%, 25.9% and 31.0% in the A549 cell line groups; 49.4%, 52.6% and 67.4% in the H460 cell line groups, and 30.3%, 36.4% and 46.5% in the HCT8 cell line groups, at 30, 60 and 120 mg/kg/dose, respectively[1].

target

EGFR

IC 50

EGFR: 5 nM (IC50); EGFRL861Q; EGFRL858R/T790M; EGFRL858R; EGFRT790M

References

[1] Tan F, et al. Icotinib (BPI-2009H), a novel EGFR tyrosine kinase inhibitor, displays potent efficacy in preclinical studies. Lung Cancer. 2012 May;76(2):177-82. DOI:10.1016/j.lungcan.2011.10.023

Icotinib (Hydrochloride) Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Icotinib (Hydrochloride) Suppliers

China 86 United States 10 Global 96
Beida pharmaceutical co., Ltd.
Tel
0571-89263217
Email
li.liu@bettapharma.com
Country
China
ProdList
2
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4720
Advantage
55
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3506
Advantage
58
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9793
Advantage
50
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58

1204313-51-8, Icotinib (Hydrochloride)Related Search:

Rituximab Rivaroxaban Ginsengrootextract Anti-PDZ and LIM domain protein 1 Capecitabine Imatinib AZD-9291 Chidamide Panitumumab

  • CS-1906
  • CS-1016
  • Icotinib Hydrochloride (BPI-2009)
  • Icotinib (Hydrochloride)
  • N-(3-Ethynylphenyl)-7,8,10,11,13,14-hexahydro-[1,4,7,10]tetraoxacyclododecino[2,3-g]quinazolin-4-amine hydrochloride
  • N-(3-Ethynylphenyl)-7,8,10,11,13,14-hexahydro-[1,4,7,10]tetraoxacyclododecino[2,3-g]quinazolin-4-amine hydrochloride Icotinib (Hydrochloride)
  • Icotinib HCl
  • Icotinib (Hydrochloride) impurity
  • Icotinib Hydrochloride, 10 mM in DMSO
  • 1204313-51-8
  • C22H21N3O4HCl
  • Inhibitors