4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-carboxamide

Base Information

Chemical Name:4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-carboxamide
CAS No.:36707-00-3
Molecular Formula:C13H15N5O6
Molecular Weight:337.2881
Hs Code.:
NSC Number:177223
DSSTox Substance ID:DTXSID40306513
Mol file:36707-00-3.mol

Synonyms:API-1 compound;NSC 177223;NSC-177223;NSC177223

Suppliers and Price of 4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-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

Usbiological
NSC 177223
5mg
$ 460.00

TRC
NSC177223
5mg
$ 160.00

Tocris
API-1 ≥96%(HPLC)
10
$ 346.00

Sigma-Aldrich
API-1
5mg
$ 134.00

Sigma-Aldrich
API-1
25mg
$ 521.00

Medical Isotopes, Inc.
NSC177223
10 mg
$ 750.00

CSNpharm
API-1
25mg
$ 442.00

CSNpharm
API-1
10mg
$ 260.00

Cayman Chemical
API-1 ≥98%
10mg
$ 213.00

Cayman Chemical
API-1 ≥98%
5mg
$ 113.00

Total 14 raw suppliers

Chemical Property of 4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-carboxamide

Chemical Property:

Vapor Pressure:1.05E-26mmHg at 25°C
Boiling Point:795.8°Cat760mmHg
Flash Point:435.1°C
PSA：186.81000
Density:1.792g/cm³
LogP:-1.63440
Storage Temp.:Store at RT
XLogP3:-1.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:3
Exact Mass:337.10223322
Heavy Atom Count:24
Complexity:571

Purity/Quality:

99%, ^*data from raw suppliers

NSC 177223 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=C(C(=O)C2=C(N=CN=C2N1C3C(C(C(O3)CO)O)O)N)C(=O)N
Uses NSC 177223 is a Akt/protein kinase B inhibitor. It binds to pleckstrin homologous domain of Akt and blocks Akt membrane translocation. Treatment of cancer cells with NSC 177223 results in inhibition o f the kinase activities and induction of cell growth arrest and apoptosis selectively in human cancer cells that harbor constitutively activated Akt. NSC 177223 is a Akt/protein kinase B inhibitor. It binds to pleckstrin homologous domain of Akt and blocks Akt membrane translocation. Treatment of cancer cells with NSC 177223 results in inhibition of the kinase activities and induction of cell growth arrest and apoptosis selectively in human cancer cells that harbor constitutively activated Akt.

Technology Process of 4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-carboxamide

There total 4 articles about 4-Amino-8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-oxopyrido[2,3-d]pyrimidine-6-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%

: 36707-03-6
4-amino-2-methylsulfanyl-5-oxo-8-(tri-O-acetyl-β-D-ribofuranosyl)-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

: 36707-00-3
4-amino-5,8-tetrahydro-5-oxo-8-(β-D-ribofuranosyl)pyrido[2,3-d]pyrimidine-6-carboxamide

Guidance literature:: 4-amino-2-methylsulfanyl-5-oxo-8-(tri-O-acetyl-β-D-ribofuranosyl)-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester; Raney Ni; In ethanol; Reflux;

With ammonia; In methanol; for 16h; Product distribution / selectivity;

Reference yield:

: 36707-42-3
diethyl 2-((6-amino-2-(methylthio)pyrimidin-4-ylamino)methylene)malonate

: 36707-00-3
4-amino-5,8-tetrahydro-5-oxo-8-(β-D-ribofuranosyl)pyrido[2,3-d]pyrimidine-6-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 16 h / 110 - 115 °C

2.1: diphenyl ether-biphenyl eutectic / 2 h / 240 - 245 °C

2.2: 2 h / 110 °C

3.1: 2.5 h / 185 - 195 °C / 6 - 7.5 Torr

4.1: Raney Ni / ethanol / Reflux

4.2: 16 h

With diphenyl ether-biphenyl eutectic; Raney Ni; In ethanol;

Reference yield:

: 36707-43-4
[(6-acetylamino-2-methylsulfanyl-pyrimidin-4-ylamino)-methylene]-malonic acid diethyl ester

: 36707-00-3
4-amino-5,8-tetrahydro-5-oxo-8-(β-D-ribofuranosyl)pyrido[2,3-d]pyrimidine-6-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: diphenyl ether-biphenyl eutectic / 2 h / 240 - 245 °C

1.2: 2 h / 110 °C

2.1: 2.5 h / 185 - 195 °C / 6 - 7.5 Torr

3.1: Raney Ni / ethanol / Reflux

3.2: 16 h

With diphenyl ether-biphenyl eutectic; Raney Ni; In ethanol;