Atizoram

Base Information

• Chemical Name: Atizoram
• CAS No.: 135637-46-6
• Molecular Formula: C18H24N2O3
• Molecular Weight: 316.4
• UNII: 8SI21E44GN,O84FJB49WI
• DSSTox Substance ID: DTXSID90151212
• Wikipedia: Atizoram
• Wikidata: Q76414635
• NCI Thesaurus Code: C80269
• ChEMBL ID: CHEMBL1229569
• Mol file: 135637-46-6.mol

Synonyms:5-(3-(2'-exobicyclo(2.2.1)heptyloxy)-4-methoxyphenyl)tetrahydro-2(1H)pyrimidone;CP 80633;CP-80633

Chemical Property of Atizoram

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 543.028 °C at 760 mmHg
• PKA: 14.05±0.40(Predicted)
• Flash Point: 282.213 °C
• PSA: 59.59000
• Density: 1.178 g/cm³
• LogP: 3.31660
• Storage Temp.: Store at +4°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 316.17869263
• Heavy Atom Count: 23
• Complexity: 434

Purity/Quality:

99% ^*data from raw suppliers

CP 80633 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2CNC(=O)NC2)OC3CC4CCC3C4
• Isomeric SMILES: COC1=C(C=C(C=C1)C2CNC(=O)NC2)O[C@H]3C[C@@H]4CC[C@H]3C4
• Uses: Phosphodiesterases (PDE) enzymatically convert the cyclic nucleotide second messengers cAMP and cGMP to 5’-AMP and 5’-GMP, respectively, thus terminating signal transduction. The cAMP-specific PDE4 isoforms may be particularly important in certain respiratory and neurological diseases. CP 80,633 is a selective inhibitor of PDE4 (IC50 = 1.27 μM for PDE4 versus. >100 μM for PDE1, PDE2, PDE3, and PDE5). It potentiates PGE1-dependent increases in cAMP levels in eosinophils, monocytes, and T-cells, inhibits eosinophil superoxide production (IC50 < 0.6 μM), and blocks LPS-induced TNF-α release from monocytes (IC50 = 0.22 μM). CP 80,633 (1 mg/kg) significantly reduces antigen-induced airway inflammation in atopic guinea pigs, monkeys, and mice.[Cayman Chemical] CP 80633 is a selective inhibitor of phosphodiesterase type 4.

Technology Process of Atizoram

There total 6 articles about Atizoram 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: 77.0%

3-(3-[(2S)-exo-bicyclo[2.2.1]hept-2-yloxy]-4-methoxyphenyl)glutaramide (135637-45-5) → atizoram (135637-46-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sodium methylate; In methanol; at 2 - 20 ℃; for 20h; Heating / reflux;

Reference yield: 75.0%

N,N'-Dimethoxycarbonyl-2-(3-[(2S)-exo-bicyclo[2.2.1]hept-2-yloxy]-4-methoxyphenyl)-1,3-propanediamine → atizoram (135637-46-6)

Guidance literature:

With sodium methylate; In methanol; for 18h; Heating / reflux;

Reference yield:

→ atizoram (135637-46-6)

Guidance literature:

upstream raw materials:

3-(3-[(2S)-exo-bicyclo[2.2.1]hept-2-yloxy]-4-methoxyphenyl)glutaramide

Refernces