AL-34662

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H13N3O
Molecular Weight	191.2297
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H](N)CN1N=CC2=C1C=C(O)C=C2

InChI

InChIKey=WBYHTZYHAFNBKW-ZETCQYMHSA-N

InChI=1S/C10H13N3O/c1-7(11)6-13-10-4-9(14)3-2-8(10)5-12-13/h2-5,7,14H,6,11H2,1H3/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C10H13N3O
Molecular Weight	191.2297
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17341144 | https://www.ncbi.nlm.nih.gov/pubmed/26551970

AL-34662 is a potent, selective, and efficacious ocular hypotensive serotonin-2 receptor agonist. AL-34662 exhibited a high affinity for the rat and human 5-HT2 receptor (IC50=0.8-1.5 nM) and for cloned human 5-HT2A-C receptors (IC50=3-14.5 nM). AL-34662 is a high-affinity 5-HT2 receptor agonist that potently mobilizes [Ca2+]i in h-CM and h-TM cells, and which efficaciously lowers IOP in conscious ocular hypertensive cynomolgus monkey eyes through a local effect with minimal side-effects.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin 2a (5-HT2a) receptor 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17341144	Agonist 2678	14.5 nM [IC50]
Serotonin 2b (5-HT2b) receptor 60 Target ID: CHEMBL1833 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17341144	Agonist 2678	8.1 nM [IC50]
Serotonin 2c (5-HT2c) receptor 124 Target ID: CHEMBL225 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17341144	Agonist 2678	3.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Glaucoma 57 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26551970 https://www.ncbi.nlm.nih.gov/pubmed/17341144	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
1-((S)-2-aminopropyl)-1H-indazol-6-ol: a potent peripherally acting 5-HT2 receptor agonist with ocular hypotensive activity.	2006 Jan 12	16392816
AL-34662: a potent, selective, and efficacious ocular hypotensive serotonin-2 receptor agonist.	2007 Feb	17341144

Patents

Sample Use Guides

In Vivo Use Guide

Rabbits: Both eyes of 5 female New Zealand albino (NZA) rabbits (2–3 kg) were topically dosed with one 30 uL aliquot of AL-34662. Monkeys: AL-34662 was instilled in one (300 g) or two (600 g) 30uL aliquots to the hypertensive eyes of 9 cynomolgus monkeys.

Route of Administration: Topical

In Vitro Use Guide

AL-34662 exhibited a high affinity for the rat and human 5-HT2 receptor (IC50=0.8-1.5 nM) and for cloned human 5-HT2A-C receptors (IC50=3-14.5 nM). AL-34662 stimulated phosphoinositide turnover in human ciliary muscle (h-CM; EC50=289+/-80 nM) and in human trabecular meshwork (h-TM; EC50=254+/-50 nM) cells. AL-34662 also mobilized intracellular Ca2+ ([Ca2+]i) in h-CM (EC50=140+/-23 nM) and h-TM (EC50=38+/-8 nM) cells, being a full agonist like 5-HT itself.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:46:42 GMT 2023` Edited by `admin` on `Fri Dec 15 15:46:42 GMT 2023`
Record UNII	1Q6O947QMH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AL-34662

Common Name

English

1H-INDAZOL-6-OL, 1-(2-AMINOPROPYL)-

Systematic Name

English

AL-34497

Code

English

Code System Code Type Description

PUBCHEM

135409353