2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose

Base Information

Chemical Name:2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose
CAS No.:66395-17-3
Molecular Formula:C₈H₁₅N₃O₇
Molecular Weight:265.223
Hs Code.:
European Community (EC) Number:242-646-8
UN Number:3077
UNII:0G5XQ5N8KS
Nikkaji Number:J1.586.028F
Wikipedia:Streptozotocin
Wikidata:Q27236748
NCI Thesaurus Code:C845
RXCUI:10114

Synonyms:2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucose;Streptozocin;Streptozotocin;Streptozotocine;Zanosar

Suppliers and Price of 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose

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

Total 0 raw suppliers

Chemical Property of 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose

Chemical Property:

XLogP3:-1.4
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:265.09099983
Heavy Atom Count:18
Complexity:315
Transport DOT Label:Class 9

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Chemical Classes:Biological Agents -> Bacterial Toxins
Drug Classes:Antineoplastic Agents
Canonical SMILES:CN(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O
Isomeric SMILES:CN(C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)O)N=O
Recent ClinicalTrials:Two Chemotherapy Regimens Plus or Minus Bevacizumab
Recent EU Clinical Trials:Randomized open label study to compare the efficacy and safety of everolimus followed by chemotherapy with STZ-5FU upon progression or the reverse sequence, chemotherapy with STZ-5FU followed by everolimus upon progression, in advanced progressive pNETs (SEQTOR study)

Technology Process of 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose

There total 9 articles about 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose 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: 28.0%

: 26922-56-5,72521-86-9
1-methyl-3-(2-deoxy-D-galactos-2-yl)urea

: 66395-17-3,66395-18-4,72521-89-2
1-methyl-1-nitroso-3-(2-deoxy-D-galactos-2-yl)urea

Guidance literature:: With hydrogenchloride; sodium nitrite; In ethanol; water; 1.) 0 deg C, 30 min, 2.) 25 deg C, 1 h;
DOI:10.1002/jps.2600800717

Reference yield: 27.0%

: 26922-56-5,72521-86-9
1-methyl-3-(2-deoxy-D-mannos-2-yl)urea

: 66395-17-3,66395-18-4,72521-89-2
1-methyl-1-nitroso-3-(2-deoxy-D-mannos-2-yl)urea

Guidance literature:: With hydrogenchloride; sodium nitrite; In ethanol; water; 1.) 0 deg C, 30 min, 2.) 25 deg C, 1 h;
DOI:10.1002/jps.2600800717

Reference yield:

: 90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8
D-mannosamine

: 66395-17-3,66395-18-4,72521-89-2
1-methyl-1-nitroso-3-(2-deoxy-D-mannos-2-yl)urea

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / 1M NaOH / diethyl ether; CHCl₃ / 1.) 0 deg C, 3 h, 2.) 25 deg C, 3 h

2: 27 percent / NaNO₂, HCl / ethanol; H₂O / 1.) 0 deg C, 30 min, 2.) 25 deg C, 1 h

With hydrogenchloride; sodium hydroxide; sodium nitrite; In diethyl ether; ethanol; chloroform; water;
DOI:10.1002/jps.2600800717