4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide

Base Information

Chemical Name:4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide
CAS No.:919486-40-1
Molecular Formula:C₂₀H₂₀ClN₅O₂
Molecular Weight:397.864
Hs Code.:
UNII:2H31HOT08T
DSSTox Substance ID:DTXSID30238798
Wikidata:Q27254731
Pharos Ligand ID:GN65KRZ55XM3
ChEMBL ID:CHEMBL228192
Mol file:919486-40-1.mol

Synonyms:4-(benzylamino)-2-((2-(3-chloro-4-hydroxyphenyl)ethyl)amino)pyrimidine-5-carboxamide;AS 1517499;AS-1517499;AS1517499

Suppliers and Price of 4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

DC Chemicals
AS-1517499 >98%
1 g
$ 2200.00

DC Chemicals
AS-1517499 >98%
250 mg
$ 1100.00

Crysdot
AS-1517499 95+%
100mg
$ 932.00

Crysdot
AS-1517499 95+%
25mg
$ 345.00

Crysdot
AS-1517499 95+%
50mg
$ 606.00

ChemScene
AS1517499 99.17%
100mg
$ 1200.00

ChemScene
AS1517499 99.17%
10mg
$ 204.00

ChemScene
AS1517499 99.17%
5mg
$ 144.00

ChemScene
AS1517499 99.17%
25mg
$ 444.00

ChemScene
AS1517499 99.17%
50mg
$ 780.00

Total 17 raw suppliers

Chemical Property of 4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide

Chemical Property:

PSA：120.61000
LogP:2.92920
Storage Temp.:2-8°C
XLogP3:4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:397.1305526
Heavy Atom Count:28
Complexity:491

Purity/Quality:

99%, ^*data from raw suppliers

AS-1517499 >98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)CNC2=NC(=NC=C2C(=O)N)NCCC3=CC(=C(C=C3)O)Cl
Description AS1517499 is a STAT6 inhibitor (IC50 = 21 nM in a reporter assay). It inhibits IL-4-induced Th2 differentiation (IC50 = 2.3 nM), but not IL-12-induced Th1 differentiation, of mouse spleen T cells. AS1517499 (10 mg/kg) inhibits bronchial smooth muscle hyperresponsiveness and IL-13 production in ovalbumin-sensitized mice when administered one hour prior to antigen exposure. It inhibits STAT6 phosphorylation and thyroid epithelial cell (TEC) hyperplasia and decreases serum levels of 3,3'',5-triiodo-L-thyronine (T3; ) and thyroxine (T4) in a mouse model of Graves'' disease when administered at a dose of 10 mg/kg per day. AS1517499 (20 mg/kg twice weekly) also inhibits tumor growth and liver metastasis in a murine orthotopic 4T1 mammary carcinoma model.

Technology Process of 4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide

There total 6 articles about 4-(Benzylamino)-2-((3-chloro-4-hydroxyphenethyl)amino)pyrimidine-5-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

: 643086-98-0
4-(benzylamino)-2-(methylsulfonyl)pyrimidine-5-carboxamide

: 35607-19-3
2-(3-chloro-4-hydroxyphenyl)ethylamine hydrochloride

: 919486-40-1
AS 1517499

Guidance literature:: With 1-methyl-pyrrolidin-2-one; diisopropylamine; at 100 ℃; for 1h;
DOI:10.1016/j.bmc.2006.10.015

Reference yield:

: 686267-34-5
4-(benzylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylic acid

: 919486-40-1
AS 1517499

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; NH₄OH / dimethylformamide; H₂O / 16 h / 20 °C

2: 91 percent / N-methylpyrrolidinone; m-chloroperbenzoic acid / 3 h

3: 29 percent / diisopropylamine; N-methylpyrrolidinone / 1 h / 100 °C

With 1-methyl-pyrrolidin-2-one; ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.10.015

Reference yield:

: 5909-24-0
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

: 919486-40-1
AS 1517499

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / ethyldiisopropylamine / acetonitrile / 5 h / 20 °C

2: 100 percent / NaOH / methanol; tetrahydrofuran / 5 h / 50 °C

3: 98 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; NH₄OH / dimethylformamide; H₂O / 16 h / 20 °C

4: 91 percent / N-methylpyrrolidinone; m-chloroperbenzoic acid / 3 h

5: 29 percent / diisopropylamine; N-methylpyrrolidinone / 1 h / 100 °C

With 1-methyl-pyrrolidin-2-one; ammonium hydroxide; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2006.10.015