Cndac

Base Information

• Chemical Name: Cndac
• CAS No.: 135598-68-4
• Molecular Formula: C10H12N4O4
• Molecular Weight: 252.23
• UNII: 00M634HD2V
• DSSTox Substance ID: DTXSID30159474
• Nikkaji Number: J425.096F
• Wikidata: Q27231358
• NCI Thesaurus Code: C82697
• Metabolomics Workbench ID: 152785
• ChEMBL ID: CHEMBL337450
• Mol file: 135598-68-4.mol

Synonyms:2'-cyano-2'-deoxyarabinofuranosylcytosine;2'-cyano-2'deoxy-1-beta-D-arabinofuranosylcytosine;CNDAC

Chemical Property of Cndac

Chemical Property:

• Boiling Point: 596.9±60.0 °C(Predicted)
• PKA: 12.78±0.70(Predicted)
• PSA: 135.38000
• Density: 1.75±0.1 g/cm3(Predicted)
• LogP: -1.44172
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 252.08585488
• Heavy Atom Count: 18
• Complexity: 466

Purity/Quality:

97% ^*data from raw suppliers

CNDAC >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)C#N
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)C#N
• Recent ClinicalTrials: Phase II Study of TAS-109 to Treat Advanced Colorectal Cancer

Technology Process of Cndac

There total 7 articles about Cndac 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: 95.5%

→ 1-(2-cyano-2-deoxy-beta-D-arabinofuranosyl)cytosine (135598-68-4)

Guidance literature:

Reference yield: 39.0%

N4-acetyl-1-(2-C-cyano-2-deoxy-β-D-arabinofuranosyl)cytosine (135598-72-0) → 1-(2-cyano-2-deoxy-beta-D-arabinofuranosyl)cytosine (135598-68-4)

Guidance literature:

With acetic acid; In methanol; for 120h; Heating;

Reference yield:

2'-C-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine hydrochloride (134665-72-8) → 1-(2-cyano-2-deoxy-beta-D-arabinofuranosyl)cytosine (135598-68-4)

Guidance literature:

2'-C-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine hydrochloride; With triethylamine; In methanol; dichloromethane; at 15 - 30 ℃; pH=9 - 9.5;

With acetic acid; at 30 ℃; pH=4.0 - 4.5;

upstream raw materials:

N⁴-acetyl-1-(2-C-cyano-2-deoxy-β-D-arabinofuranosyl)cytosine

N⁴-acetyl-1-<2-C-cyano-2-deoxy-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>cytosine

N⁴-acetyl-1-<3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-pentofuran-2-ulosyl>cytosine

2'-C-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine hydrochloride

Downstream raw materials:

sapacitabine

Cytosine

Refernces

• 1、 -. "PREPARATION OF INTERMEDIATES USEFUL IN THE SYNTHEIS OF 2'-CYANO-2'-DEOXY-N4-PALMITOYL-1-BETA-D-ARABINOFURANOSYLCYTOSINE". Page/Page column 20-21. . Retrieved 2010/01/29.
• 2、 Azuma,Nakajima,Nishizono,Minakawa,Suzuki,Hanaoka,Kobayashi,Tanaka,Sasaki,Matsuda. "Nucleosides and nucleotides. 122. 2'-C-cyano-2'-deoxy-1-β-D- arabinofuranosylcytosine and its derivatives. A new class of nucleoside with a broad antitumor spectrum". . p. 4183 - 4189. Retrieved 2007/10/02.