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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H22N4O3
Molecular Weight 354.403
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ICLAPRIM, (S)-

SMILES

COC1=CC(CC2=C(N)N=C(N)N=C2)=C3C=C[C@@H](OC3=C1OC)C4CC4

InChI

InChIKey=HWJPWWYTGBZDEG-CQSZACIVSA-N
InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h5-6,8-10,14H,3-4,7H2,1-2H3,(H4,20,21,22,23)/t14-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H22N4O3
Molecular Weight 354.403
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Aerie Pharmaceuticals, Inc. (Bridgewater, NJ), was developing a novel prostaglandin analog, AR-102, that had 150-fold greater selectivity and 30-fold greater potency at the FP receptor than latanoprost. In preclinical studies, the drug has shown greater IOP-lowering efficacy and alonger duration of action than latanoprost and betterocular tolerability than travoprost. AR-102 was in early-stage clinical development for glaucoma, which was discontinued later..

Approval Year

PubMed

PubMed

TitleDatePubMed
Antibacterial drug discovery and development--SRI's 11th Annual Summit. Antibacterial trends and current research.
2006 Jun
Iclaprim.
2007 Sep
Current and novel antibiotics against resistant Gram-positive bacteria.
2008
[New antimicrobials against Gram-positive organisms].
2008
Antimicrobial development in the era of emerging resistance.
2009 Jul
Iclaprim, a novel diaminopyrimidine for the treatment of resistant gram-positive infections.
2009 Jun
[New antibiotics: small or big advances?].
2009 Oct
[Update on antimicrobial chemotherapy].
2010 Mar
Patents

Patents

Sample Use Guides

AR-102 0.003-0.03% Ophthalmic Solution
Route of Administration: Topical
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:11:27 GMT 2023
Edited
by admin
on Sat Dec 16 11:11:27 GMT 2023
Record UNII
7P9VLC9Y9D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ICLAPRIM, (S)-
Common Name English
2,4-PYRIMIDINEDIAMINE, 5-(((2S)-2-CYCLOPROPYL-7,8-DIMETHOXY-2H-1-BENZOPYRAN-5-YL)METHYL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
44141864
Created by admin on Sat Dec 16 11:11:27 GMT 2023 , Edited by admin on Sat Dec 16 11:11:27 GMT 2023
PRIMARY
CAS
1208116-66-8
Created by admin on Sat Dec 16 11:11:27 GMT 2023 , Edited by admin on Sat Dec 16 11:11:27 GMT 2023
PRIMARY
FDA UNII
7P9VLC9Y9D
Created by admin on Sat Dec 16 11:11:27 GMT 2023 , Edited by admin on Sat Dec 16 11:11:27 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> ENANTIOMER
RACEMATE -> ENANTIOMER