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Details

Stereochemistry ACHIRAL
Molecular Formula C33H30ClN5O3.ClH
Molecular Weight 616.537
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TG-100801 HYDROCHLORIDE

SMILES

Cl.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=VLWKPMDUDFMWBO-UHFFFAOYSA-N
InChI=1S/C33H30ClN5O3.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula C33H30ClN5O3
Molecular Weight 580.076
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Development of prodrug 4-chloro-3-(5-methyl-3-{[4-(2-pyrrolidin-1-ylethoxy)phenyl]amino}-1,2,4-benzotriazin-7-yl)phenyl benzoate (TG100801): a topically administered therapeutic candidate in clinical trials for the treatment of age-related macular degeneration.
2008 Mar 27
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:06:29 GMT 2023
Edited
by admin
on Sat Dec 16 08:06:29 GMT 2023
Record UNII
PFJ9GB4R1J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TG-100801 HYDROCHLORIDE
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, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
PFJ9GB4R1J
Created by admin on Sat Dec 16 08:06:29 GMT 2023 , Edited by admin on Sat Dec 16 08:06:29 GMT 2023
PRIMARY
CAS
1018069-81-2
Created by admin on Sat Dec 16 08:06:29 GMT 2023 , Edited by admin on Sat Dec 16 08:06:29 GMT 2023
PRIMARY
PUBCHEM
24823568
Created by admin on Sat Dec 16 08:06:29 GMT 2023 , Edited by admin on Sat Dec 16 08:06:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID40647594
Created by admin on Sat Dec 16 08:06:29 GMT 2023 , Edited by admin on Sat Dec 16 08:06:29 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY