7-Methyl-5-phenyltetrazolo[1,5-a]quinazoline

Base Information

• Chemical Name: 7-Methyl-5-phenyltetrazolo[1,5-a]quinazoline
• CAS No.: 5987-76-8
• Molecular Formula: C16H16ClIN4O7
• Molecular Weight: 538.683
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID30975272
• Wikidata: Q82959782
• ChEMBL ID: CHEMBL1491827
• Mol file: 5987-76-8.mol

Synonyms:7-methyl-5-phenyltetrazolo[1,5-a]quinazoline;CBMicro_039929;Cambridge id 5987768;MLS000709593;CHEMBL1491827;DTXSID30975272;HMS1703M04;HMS2704I11;CCG-16264;STK843737;AKOS000638812;SMR000288060;BIM-0039723.P001;EU-0004235;FT-0664742;SR-01000425885;SR-01000425885-1;BRD-K92696495-001-09-2

Chemical Property of 7-Methyl-5-phenyltetrazolo[1,5-a]quinazoline

Chemical Property:

• Vapor Pressure: 1.93E-16mmHg at 25°C
• Melting Point: 181-183°C
• Refractive Index: 1.713
• Boiling Point: 643.3°C at 760 mmHg
• PKA: -1.23±0.10(Predicted)
• Flash Point: 342.9°C
• PSA: 131.73000
• Density: 1.98g/cm³
• LogP: 1.40820
• Solubility.: Dichloromethane, Ether, Ethyl Acetate, Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 261.10144537
• Heavy Atom Count: 20
• Complexity: 343

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Chloro-2-iodo-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N3C(=NN=N3)N=C2C4=CC=CC=C4
• Uses: 6-Chloro-2-iodo-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine (cas# 5987-76-8) is a compound useful in organic synthesis.

Technology Process of 7-Methyl-5-phenyltetrazolo[1,5-a]quinazoline

There total 8 articles about 7-Methyl-5-phenyltetrazolo[1,5-a]quinazoline 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: 89.0%

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) → 6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5987-76-8)

Guidance literature:

With diiodomethane; iodine; isopentyl nitrite; copper(l) iodide; In tetrahydrofuran; for 0.75h; Heating;

DOI:10.1016/j.bmc.2007.04.058

Reference yield: 85.0%

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) → 2',3',5'-O-triacetyl-6-chloroinosine (5987-73-5) + 6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5987-76-8)

Guidance literature:

With copper(l) iodide; diiodomethane; iodine; isopentyl nitrite; In tetrahydrofuran; for 0.75h; Heating;

DOI:10.1021/jm00080a007

Reference yield: 82.0%

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) + acetonitrile (75-05-8,26809-02-9) → 6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5987-76-8) + 6-chloro-2-acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (137896-02-7)

Guidance literature:

With copper(l) iodide; diiodomethane; iodine; isopentyl nitrite; at 80 ℃; for 0.25h;

DOI:10.1021/jm00080a007

upstream raw materials:

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Isobutyronitrile

acetonitrile

G

Downstream raw materials:

9-(2,3,5-tri-O-acetyl-1-β-D-ribofuranosyl)-6-chloro-2-(2-cyclohexyl-1-ethyn-1-yl)purine

9-(2,3,5-tri-O-acetyl-1-β-D-ribofuranosyl)-6-chloro-2-(3-cyclohexyl-1-propyn-1-yl)purine

(2R,3R,4R,5R)-4-acetyloxy-2-(acetyloxymethyl)-5-[6-(cyclohexylamino)-2-iodopurin-9-yl]oxolan-3-yl acetate

2-iodoadenosine

Refernces

• 1、 Bhattarai, Sanjay,Pippel, Jan,Scaletti, Emma,Idris, Riham,Freundlieb, Marianne,Rolshoven, Georg,Renn, Christian,Lee, Sang-Yong,Abdelrahman, Aliaa,Zimmermann, Herbert,El-Tayeb, Ali,Müller, Christa E.,Str?ter, Norbert. "2-Substituted α,β-Methylene-ADP Derivatives: Potent Competitive Ecto-5′-nucleotidase (CD73) Inhibitors with Variable Binding Modes". supporting information. p. 2941 - 2957. Retrieved 2020/04/10.
• 2、 Malthum, Shankaraiah,Polkam, Naveen,Allaka, Tejeswara Rao,Chepuri, Kalyani,Anireddy, Jaya Shree. "Synthesis, characterization and biological evaluation of purine nucleoside analogues". supporting information. p. 4166 - 4168. Retrieved 2017/10/13.