Home Amines 20028-80-2
20028-80-2,MFCD00054599
Catalog No.:AA002CKF

20028-80-2 | Benzo[e][1,2,4]triazin-3-amine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
50mg
95%
3 weeks  
$475.00   $333.00
- +
100mg
95%
3 weeks  
$652.00   $457.00
- +
250mg
95%
3 weeks  
$884.00   $619.00
- +
500mg
95%
3 weeks  
$1,327.00   $929.00
- +
1g
95%
3 weeks  
$1,670.00   $1,169.00
- +
2.5g
95%
3 weeks  
$3,163.00   $2,214.00
- +
5g
95%
3 weeks  
$4,624.00   $3,237.00
- +
10g
95%
3 weeks  
$6,804.00   $4,763.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002CKF
Chemical Name:
Benzo[e][1,2,4]triazin-3-amine
CAS Number:
20028-80-2
Molecular Formula:
C7H6N4
Molecular Weight:
146.1493
MDL Number:
MFCD00054599
SMILES:
Nc1nnc2c(n1)cccc2
NSC Number:
286693
Properties
Computed Properties
 
Complexity:
138  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
XLogP3:
0.3  

Downstream Synthesis Route

[1]JournaloftheChemicalSociety,1957,p.3186,3191

[2]MagneticResonanceinChemistry,2006,vol.44,p.948-954

[3]JournalofOrganicChemistry,2001,vol.66,p.107-114

[1]JournalofOrganicChemistry,2001,vol.66,p.107-114

[2]JournalofOrganicChemistry,2001,vol.66,p.107-114

[3]JournalofMolecularStructure,2020,vol.1222

[1]JournalofPhysicalChemistryA,2005,vol.109,p.1491-1496

[2]JournalofOrganicChemistry,2001,vol.66,p.107-114

[1]JournalofOrganicChemistry,2001,vol.66,p.107-114

[1]Locationinpatent:experimentalpartUhde,Moritz;Ziegler,Thomas[SyntheticCommunications,2010,vol.40,#20,p.3046-3057]

Literature

Title: Novel Phenazine 5,10-Dioxides Release OH in Simulated Hypoxia and Induce Reduction of Tumour Volume In Vivo.

Journal: ISRN pharmacology 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Characterization of radicals formed following enzymatic reduction of 3-substituted analogues of the hypoxia-selective cytotoxin 3-amino-1,2,4-benzotriazine 1,4-dioxide (tirapazamine).

Journal: Journal of the American Chemical Society 20100303

Title: Cell death by the quinoxaline dioxide DCQ in human colon cancer cells is enhanced under hypoxia and is independent of p53 and p21.

Journal: Radiation oncology (London, England) 20100101

Title: Initiation of DNA strand cleavage by 1,2,4-benzotriazine 1,4-dioxide antitumor agents: mechanistic insight from studies of 3-methyl-1,2,4-benzotriazine 1,4-dioxide.

Journal: Journal of the American Chemical Society 20090128

Title: DNA strand damage product analysis provides evidence that the tumor cell-specific cytotoxin tirapazamine produces hydroxyl radical and acts as a surrogate for O(2).

Journal: Journal of the American Chemical Society 20071024

Title: Complete 1H, 13C and 15N NMR assignment of tirapazamine and related 1,2,4-benzotriazine N-oxides.

Journal: Magnetic resonance in chemistry : MRC 20061001

Title: Potentiation of the cytotoxicity of the anticancer agent tirapazamine by benzotriazine N-oxides: the role of redox equilibria.

Journal: Journal of the American Chemical Society 20060111

Title: Radical properties governing the hypoxia-selective cytotoxicity of antitumor 3-amino-1,2,4-benzotriazine 1,4-dioxides.

Journal: Organic & biomolecular chemistry 20050607

Title: Oxidation of 2-deoxyribose by benzotriazinyl radicals of antitumor 3-amino-1,2,4-benzotriazine 1,4-dioxides.

Journal: Journal of the American Chemical Society 20040630

Title: DNA base damage by the antitumor agent 3-amino-1,2,4-benzotriazine 1,4-dioxide (tirapazamine).

Journal: Journal of the American Chemical Society 20030924

Title: A mass spectrometry study of tirapazamine and its metabolites. insights into the mechanism of metabolic transformations and the characterization of reaction intermediates.

Journal: Journal of the American Society for Mass Spectrometry 20030801

Title: Photochemical and photobiological studies of tirapazamine (SR 4233) and related quinoxaline 1,4-Di-N-oxide analogues.

Journal: Chemical research in toxicology 20030201

Title: Activation of 3-amino-1,2,4-benzotriazine 1,4-dioxide antitumor agents to oxidizing species following their one-electron reduction.

Journal: Journal of the American Chemical Society 20030122

Title: Structure-activity relationships of 1,2,4-benzotriazine 1,4-dioxides as hypoxia-selective analogues of tirapazamine.

Journal: Journal of medicinal chemistry 20030102

Title: Oxidative DNA base damage by the antitumor agent 3-amino-1,2,4-benzotriazine 1,4-dioxide (tirapazamine).

Journal: Bioorganic & medicinal chemistry letters 20020902

Title: Redox-activated, hypoxia-selective DNA cleavage by quinoxaline 1,4-di-N-oxide.

Journal: Bioorganic & medicinal chemistry 20010901

Title: 3-amino-1,2,4-benzotriazine 4-oxide: characterization of a new metabolite arising from bioreductive processing of the antitumor agent 3-amino-1,2,4-benzotriazine 1,4-dioxide (tirapazamine).

Journal: The Journal of organic chemistry 20010112

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:20028-80-2 Molecular Formula|20028-80-2 MDL|20028-80-2 SMILES|20028-80-2 Benzo[e][1,2,4]triazin-3-amine