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Details

Stereochemistry ACHIRAL
Molecular Formula C10H13NSe
Molecular Weight 226.18
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALT-2074

SMILES

CC1(C)CN[Se]C2=C1C=CC=C2

InChI

InChIKey=FXRYWOJYVGJZLE-UHFFFAOYSA-N
InChI=1S/C10H13NSe/c1-10(2)7-11-12-9-6-4-3-5-8(9)10/h3-6,11H,7H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C10H13NSe
Molecular Weight 226.18
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

ALT-2074 (SYI 2074) is small molecule organoselenium compound which acts as a glutathione peroxidase mimetic. Like native glutathione peroxidase, ALT-2074 catalyzes the reduction of hydroperoxides to less toxic species using glutathione (GSH) as the reducing agent. The hydroperoxides could otherwise lead to the formation of free radicals, which can cause tissue damage. ALT-2074 also down-regulates the gene transcription which leads to the production of a wide array of inflammatory mediators. GPx mimics such as BXT-51072 behave as potent antagonists of TNF-alpha and interleukin-1 through the downregulation of endothelial proinflammatory responses. ALT-2074 was investigated for use/treatment in cardiovascular disorders, diabetes mellitus type 1 and 2, plaque psoriasis, ulcerative colitis.

Originator

Curator's Comment: The product was originally developed by Bioxytech (now OXIS Therapeutics)

Approval Year

PubMed

PubMed

TitleDatePubMed
Glutathione peroxidase mimics prevent TNFalpha- and neutrophil-induced endothelial alterations.
1998 Aug
Gateways to Clinical Trials.
2002 Apr
Inhibition of oral midazolam clearance by boosting doses of ritonavir, and by 4,4-dimethyl-benziso-(2H)-selenazine (ALT-2074), an experimental catalytic mimic of glutathione oxidase.
2009 Dec

Sample Use Guides

Diabetes, Coronary Artery Disease: ALT-2074 20 mg, 40 mg or 80 mg, orally, every 8 hours for 28 days
Route of Administration: Oral
In Vitro Use Guide
When HUVEC were pre- and cotreated with 10 uM of ALT-2074, neutrophil adhesion and endothelial alteration were markedly inhibited, as assessed by immunoassays of myeloperoxidase and von Willebrand factor, respectively.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:29:38 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:38 GMT 2023
Record UNII
634U7OUR4R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALT-2074
Common Name English
BXT-51072
Code English
SYI 2074
Code English
SYI-2074
Code English
4,4-DIMETHYL-BENZISO-(2H)-SELENAZINE
Common Name English
Code System Code Type Description
PUBCHEM
130165
Created by admin on Fri Dec 15 15:29:38 GMT 2023 , Edited by admin on Fri Dec 15 15:29:38 GMT 2023
PRIMARY
DRUG BANK
DB05631
Created by admin on Fri Dec 15 15:29:38 GMT 2023 , Edited by admin on Fri Dec 15 15:29:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID80169503
Created by admin on Fri Dec 15 15:29:38 GMT 2023 , Edited by admin on Fri Dec 15 15:29:38 GMT 2023
PRIMARY
FDA UNII
634U7OUR4R
Created by admin on Fri Dec 15 15:29:38 GMT 2023 , Edited by admin on Fri Dec 15 15:29:38 GMT 2023
PRIMARY
CAS
173026-17-0
Created by admin on Fri Dec 15 15:29:38 GMT 2023 , Edited by admin on Fri Dec 15 15:29:38 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY