ChemicalBook > CAS DataBase List > AZ-5104

AZ-5104

Product Name
AZ-5104
CAS No.
1421373-98-9
Chemical Name
AZ-5104
Synonyms
AZ5104;AZ7550;AZD5104;AZ-5104;CS-1709;AZ5104 ，S7298;AZ-5104;AZ 5104;AZ5104; AZ-5104;Demethylated AZ9291;metabolite of AZD9291
CBNumber
CB12741564
Molecular Formula
C27H31N7O2
Formula Weight
485.58
MOL File
1421373-98-9.mol
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AZ-5104 Property

Melting point:
158 - 160°C
Density 
1.267±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
12.68±0.70(Predicted)
form 
Solid
color 
Off-White
InChIKey
IQNVEOMHJHBNHC-UHFFFAOYSA-N
SMILES
C(NC1=CC(NC2=NC=CC(C3C4=C(NC=3)C=CC=C4)=N2)=C(OC)C=C1N(CCN(C)C)C)(=O)C=C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
17994
Product name
AZ 5104
Purity
≥98%
Packaging
5mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
17994
Product name
AZ 5104
Purity
≥98%
Packaging
10mg
Price
$115
Updated
2024/03/01
Cayman Chemical
Product number
17994
Product name
AZ 5104
Purity
≥98%
Packaging
25mg
Price
$270
Updated
2024/03/01
Cayman Chemical
Product number
17994
Product name
AZ 5104
Purity
≥98%
Packaging
50mg
Price
$477
Updated
2024/03/01
TRC
Product number
A795170
Product name
AZ5104
Packaging
1mg
Price
$55
Updated
2021/12/16
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AZ-5104 Chemical Properties,Usage,Production

Uses

AZ7550 is an impurity of the drug Osimertinib (A808075). Osimertinib is a selective EGFR inhibitor (epidermal growth factor receptor), used in the treatments of nonsmall-cell lung cancer (NSCLC).

Biological Activity

az5104, is the demethylated metabolite of azd-9291,is a potent egfr inhibitor. ic50 <1 nm, 6 nm, 1 nm, 25 nm, for egfr (l858r/t790m), egfr (l858r), egfr (l861q), and egfr (wildtype), respectively.egfr (epidermal growth factor receptor) is a receptor tyrosine kinase on the cell surface. the receptor activation leads to dimerization and tyrosine autophosphorylation. it induces downstream cellular responses such as modification in gene expression, cell proliferation and cytoskeletal rearrangement etc.compare to azd9291, az5104 has somewhat more potency in mutant egfr cell lines ex19del (2 nmol/l in pc-9), t790m (2 nmol/l in h1975), and wild-type egfr (33 nmol/l in lovo) cell lines. in a phenotypic assay, az5104 showed a greater potency across cell lines in a phenotypic assay.3 hours after oral dosing in the mouse, the circulating active metabolites in plasma is 33% for az5104. in both c/l858r and c/l+t mice, 5 mg/kg/day dose of az5104, also show efficacy in shrinking tumors.

Synthesis

1421373-31-0

814-68-6

1421373-98-9

GENERAL STEPS: A solution of acryloyl chloride (0.584 mL, 1 M in CH2Cl2, 0.58 mmol) was added slowly and dropwise to a solution of N1-(2-dimethylaminoethyl)-N4-[4-(1H-indol-3-yl)pyrimidin-2-yl]-5-methoxy-N1-methylbenzene-1,2,4-triamine (Intermediate 168, 252 mg, 0.58 mmol ) in a solution of CH2Cl2 (10 mL) and the reaction mixture was stirred at -5°C for 1 hour. Subsequently, the reaction mixture was diluted with CH2Cl2 (100 mL) and washed sequentially with saturated aqueous NaHCO3 solution (25 mL), water (25 mL) and saturated brine (25 mL). The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification by fast column chromatography (FCC) using a gradient elution with CH2Cl2 solution of 0-30% CH3OH afforded the target compound N-(5-((4-(1H-indol-3-yl)pyrimidin-2-yl)amino)-2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxyphenyl)acrylamide (76 mg, 27% yield) as a white solid.1H NMR (CDCl3) δ: 2.25 (6H, s), 2.27-2.34 (3H, m), 2.69 (3H, s), 2.84-2.94 (2H, m), 3.87 (3H, s), 5.68 (1H, dd), 6.40 (1H, d), 6.48 (1H, dd), 6.78 (1H, s), 7.03 (1H, d). 7.03 (1H, d), 7.08-7.20 (2H, m), 7.33 (1H, dd), 7.65 (1H, s), 8.12 (1H, d), 8.26 (1H, d), 8.59 (1H, s), 9.74 (1H, s), 9.97 (1H, s), 10.24 (1H, s); m/z: ES+ [M+H]+ 486.

in vivo

The metabolite, AZ5104 (5 mg/kg/day), is effective in shrinking tumors in both C/L858R and C/L+T mice[1].

IC 50

EGFRL858R/T790M: 1 nM (IC50); EGFRL858R: 1 nM (IC50); EGFRL861Q: 6 nM (IC50); EGFR: 25 nM (IC50); ErbB4: 7 nM (IC50); EGFRExon 19 deletion/T790M

References

1. cross da, ashton se, ghiorghiu s et al. azd9291, an irreversible egfr tki, overcomes t790m-mediated resistance to egfr inhibitors in lung cancer. cancer discov. 2014 sep;4(9):1046-61.

AZ-5104 Preparation Products And Raw materials

Raw materials

Preparation Products

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AZ-5104 Suppliers

China 131 India 4 United Kingdom 1 United States 16 Global 152
Shanghai YuanQi Biotechnology Co., Ltd.
Tel
+86-2332782371 +86-18120098618
Email
sales@adobechem.com
Country
China
ProdList
1250
Advantage
50
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9510
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
sales@uhnshanghai.com
Country
China
ProdList
998
Advantage
58
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3506
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
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View Lastest Price from AZ-5104 manufacturers

Career Henan Chemical Co
Product
AZ-5104 1421373-98-9
Price
US $1.00/KG
Min. Order
1KG
Purity
98-100%
Supply Ability
1000kg
Release date
2018-08-20

1421373-98-9, AZ-5104Related Search:

1,2,4-Benzenetriamine, N4-[4-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-2-pyrimidinyl]-N1-[2-(dimethylamino)ethyl]-5-methoxy-N1-methyl- Osimertinib Impurity 7 Osimertinib Impurity N 2-Propenamide, N-[2-[[2-(dimethyloxidoamino)ethyl]methyloxidoamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]- 1,2,4-Benzenetriamine, 5-methoxy-N1,N1-dimethyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]- 1,2,4-Benzenetriamine, N4-[4-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-2-pyrimidinyl]-5-methoxy-N1-methyl-N1-[2-(methylmethyl-d3-amino)ethyl]- Osimertinib Impurity M N-(2-(dimethylamino)-4-methoxy-5-((4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)acrylamide AZ 7550 1,4-Benzenediamine, 5-methoxy-N1,N1-dimethyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-2-nitro- 3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide

  • N-[2-[[2-(Dimethylamino)ethyl]methylamino]-5-[[4-(1H-indol-3-yl)-2-pyrimidinyl]amino]-4-methoxyphenyl]-2-propenamide
  • AZ5104
  • AZ-5104
  • N-(5-((4-(1H-indol-3-yl)pyrimidin-2-yl)amino)-2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxyphenyl)acrylamide
  • AZ7550
  • AZ5104; AZ-5104
  • N-[2-(2-dimethylaminoethylmethylamino)-5-[[4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide
  • AZD5104
  • AZ-5104;AZ 5104
  • CS-1709
  • N-(4-methoxy-2-(methyl(2-(methylamino)ethyl)amino)-5-((4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)acrylamide
  • Osimertinib Impurity A
  • 2-Propenamide, N-[2-[[2-(dimethylamino)ethyl]methylamino]-5-[[4-(1H-indol-3-yl)-2-pyrimidinyl]amino]-4-methoxyphenyl]-
  • Demethylated AZ9291
  • metabolite of AZD9291
  • AZ-5104, 10 mM in DMSO
  • AZ5104 ，S7298
  • 1421373-98-9
  • C27H31N7O2
  • Inhibitors