产品详情
pd_meltingpoint:193 °C
外观:light yellow solid
- Molecular Formula:C12H11N5O
- Molecular Weight:241.252
- Appearance/Colour:light yellow solid
- Vapor Pressure:2.3E-15mmHg at 25°C
- Melting Point:193 °C
- Refractive Index:1.743
- Boiling Point:621.4 °C at 760 mmHg
- PKA:7.47±0.20(Predicted)
- Flash Point:329.6 °C
- PSA：89.71000
- Density:1.431 g/cm3
- LogP:2.09530
6-O-Benzylguanine(Cas 19916-73-5) Usage
|
Chemical Properties |
Light Yellow Solid |
|
Uses |
An irreversible inhibitor of the mammalian DNA repair protein, O6-alkylguanine-DNA alkyltransferase. Assists in the protection against carcinogenic and therapeutic alkylating agents. |
|
Biochem/physiol Actions |
O6-Benzylguanine (O6BG) inhibits methylguanine methyltransferase (MGMT) by blocking the active site through benzyl group transfer. The use of O6BG with bis-chloroethylnitrosourea (BCNU) or carmustine is effective in treating solid tumors including lymphomas, melanomas and sarcoma. |
InChI:InChI=1/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
19916-73-5 Relevant articles
Regioselective alkylation of guanine derivatives in the synthesis of peptide nucleic acid monomers
Dezhenkov,Cheshkov,Prokhorov,Dezhenkova,Shvets,Kirillova, Yu. G.
, p. 1100 - 1106 (2015)
A method for the synthesis of 6-O-benzyl...
-
Frihart,Leonard
, p. 7174,7175 (1973)
-
Synthesis and biological evaluation of new HIV-1 protease inhibitors with purine bases as P2-ligands
Zhu, Mei,Dong, Biao,Zhang, Guo-Ning,Wang, Ju-Xian,Cen, Shan,Wang, Yu-Cheng
supporting information, p. 1541 - 1545 (2019/04/25)
Introducing purine bases to P2-ligands m...
Application of five-membered heterocycle pyrimidine compound
-
Paragraph 0077; 0078; 0079; 0080; 0109; 0111; 0112, (2018/09/12)
The invention belongs to the field of me...
Effect of O6-substituted guanine analogs on O6-methylguanine DNA-methyltransferase Expression and glioblastoma cells viability
St-Coeur, Patrick-Denis,Cormier, Marc,LeBlanc, Véronique C.,Morin, Pier,Touaibia, Mohamed
, p. 28 - 39 (2017/06/05)
Background: Glioblastoma multiforme (GBM...
Benzyl guanine derivative, an organic salt compound thereof, a medicine composition, and application thereof
-
Paragraph 0052; 0056; 0057; 0061; 0062; 0063; 0064, (2017/09/26)
The invention relates to the field of an...
19916-73-5 Process route
-
- 10310-21-1
2-Amino-6-chloropurin
-
- 100-51-6,185532-71-2
benzyl alcohol
-
- 19916-73-5
2-Amino-6-benzyloxypurine
| Conditions | Yield |
|---|---|
|
With sodium hydroxide; at 80 - 90 ℃; for 5h;
|
92% |
|
With sodium; at 100 ℃; for 1h;
|
89% |
|
With sodium hydroxide; at 85 ℃; for 5h;
|
89% |
|
In dimethyl sulfoxide; at 100 ℃; for 0.0166667h; microwave irradiation;
|
74% |
|
With sodium hydride; In 1,4-dioxane; for 20h; Heating;
|
62% |
|
With sodium hydride; In mineral oil; at 60 ℃; for 12h; Inert atmosphere;
|
62% |
|
benzyl alcohol; With sodium; at 130 ℃; for 2h; Inert atmosphere;
2-Amino-6-chloropurin; at 20 - 130 ℃; for 4h; Inert atmosphere;
|
50% |
|
benzyl alcohol; With sodium hydride; at 130 ℃;
2-Amino-6-chloropurin; for 18h; Further stages.;
|
31% |
|
With sodium hydride; for 4h; Reflux;
|
28% |
|
With sodium hydride; In 1,4-dioxane; Heating;
|
-
-
2-amino-6-chloro-purine
-
- 100-51-6,185532-71-2
benzyl alcohol
-
- 19916-73-5
2-Amino-6-benzyloxypurine
| Conditions | Yield |
|---|---|
|
benzyl alcohol; With sodium hydroxide; at 80 ℃;
2-amino-6-chloro-purine; at 90 ℃; for 5h;
|
92% |
19916-73-5 Upstream products
-
34798-95-3
2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride
-
20194-18-7
sodium phenyl-methanolate
-
10310-21-1
2-Amino-6-chloropurin
-
100-51-6
benzyl alcohol
19916-73-5 Downstream products
-
127089-49-0
6-Benzyloxy-9-(2-chloro-ethyl)-9H-purin-2-ylamine
-
142613-45-4
9-(2-acetoxyethyl)-6-O-benzylguanine
-
105797-65-7
Acetic acid 4-(2-amino-6-benzyloxy-purin-9-yl)-butyl ester
-
105797-66-8
Acetic acid 4-(2-amino-6-benzyloxy-purin-7-yl)-butyl ester
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