U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C33H30ClN5O3
Molecular Weight 580.076
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TG-100801

SMILES

CC1=C2N=C(NC3=CC=C(OCCN4CCCC4)C=C3)N=NC2=CC(=C1)C5=CC(OC(=O)C6=CC=CC=C6)=CC=C5Cl

InChI

InChIKey=JMGXJHWTVBGOKG-UHFFFAOYSA-N
InChI=1S/C33H30ClN5O3/c1-22-19-24(28-21-27(13-14-29(28)34)42-32(40)23-7-3-2-4-8-23)20-30-31(22)36-33(38-37-30)35-25-9-11-26(12-10-25)41-18-17-39-15-5-6-16-39/h2-4,7-14,19-21H,5-6,15-18H2,1H3,(H,35,36,38)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18330892

AGE-RELATED MACULAR DEGENERATION (AMD), PROLIFERATIVE DIABETIC RETINOPATHY (PDR) AND DIABETIC MACULAR EDEMA (DME) are collectively characterized by VEGF mediated retinal leakage, angiogenesis, and an underlying inflammatory process. TargeGen's TG100801 is designed to inhibit a select group of kinases involved in those three processes. Currently approved drug based therapy for macular degeneration requires repeated injection into the eye. TG100801 is the first topically applied, VEGFR)/Src kinase inhibitor to advance into the clinic for the treatment of Age-related macular degeneration, diabetic retinopathy. The formation of new blood vessels (angiogenesis), blood vessel leakage, and inflammation contribute to the progression of the eye disease, which is the leading cause of irreversible, severe loss of vision in people 55 years of age and older in the developed world. In cell based assays, following topical instillation, TG100572, the active drug produced by conversion of TG100801 as it penetrates the eye, was shown to induce apoptosis in proliferating endothelial cells responsible for neovasculariztion and to inhibit inflammatory-mediated processes as measured by endotoxin-induced nitric oxide release in vitro.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

A 10 ul drop of (70 ug, 137 nM) is instilled per eye.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
TG-100801
Common Name English
PHENOL, 4-CHLORO-3-(5-METHYL-3-((4-(2-(1-PYRROLIDINYL)ETHOXY)PHENYL)AMINO)-1,2,4-BENZOTRIAZIN-7-YL)-, 1-BENZOATE
Common Name English
PHENOL, 4-CHLORO-3-(5-METHYL-3-((4-(2-(1-PYRROLIDINYL)ETHOXY)PHENYL)AMINO)-1,2,4-BENZOTRIAZIN-7-YL)-, BENZOATE (ESTER)
Common Name English
TG100801
Common Name English
TG 100801
Code English
Code System Code Type Description
EPA CompTox
DTXSID20235791
Created by admin on Fri Dec 15 17:21:19 GMT 2023 , Edited by admin on Fri Dec 15 17:21:19 GMT 2023
PRIMARY
DRUG BANK
DB05075
Created by admin on Fri Dec 15 17:21:19 GMT 2023 , Edited by admin on Fri Dec 15 17:21:19 GMT 2023
PRIMARY
FDA UNII
1VZO7A0J9S
Created by admin on Fri Dec 15 17:21:19 GMT 2023 , Edited by admin on Fri Dec 15 17:21:19 GMT 2023
PRIMARY
PUBCHEM
11973736
Created by admin on Fri Dec 15 17:21:19 GMT 2023 , Edited by admin on Fri Dec 15 17:21:19 GMT 2023
PRIMARY
CAS
867331-82-6
Created by admin on Fri Dec 15 17:21:19 GMT 2023 , Edited by admin on Fri Dec 15 17:21:19 GMT 2023
PRIMARY