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A6604

Sigma-Aldrich

A-350619 hydrochloride

≥98% (HPLC), solid

Synonym(s):

3-[2-(4-Chlorophenylthio)phenyl]-N-(4-dimethylaminobutyl)acrylamide

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About This Item

Empirical Formula (Hill Notation):
C21H25ClN2OS · HCl
CAS Number:
538368-27-3
Molecular Weight:
425.41
MDL number:
MFCD06798332
UNSPSC Code:
41106305
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

mp

175.2-176.7 °C

solubility

H2O: 23 mg/mL

originator

Abbott

storage temp.

2-8°C

General description

Guanylyl cyclases are signal transduction enzyme that convert GTP to cyclic GMP. Soluble guanylate cyclase is activated by a gaseous ligand, nitric oxide.. The nitric oxide activation of soluble guanylate, resulting in GTP conversion to GMP, is important in physiological processes such as as smooth muscle relaxation, neurotransmission, inhibition of platelet aggregation and immune response. A-350619 is an activator of soluble guanylyl cyclase.

Application

A-350619 relaxes cavernosum tissue strips in a dose dependent manner with EC50 of 80 μMM. Because A-350619 at 1 μMmol/kg induces penile erection in a conscious rat model, it may be useful as an alternate method of enhancing the effect of nitric oxide for the treatment of sexual dysfunction.

Biochem/physiol Actions

A-350619 modulates catalytic properties of soluble guanylyl cyclase; it increases Vmas from 0.1 to 14.5 μmol/min/mg and lowers Km from 300 to 50 μM. A-350619 activation of soluble guanylate cyclase depends on the presence of a heme moiety in the enzyme and synergy with nitric oxide.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold under license from Abbott Laboratories

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Oleg V Evgenov et al.
Nature reviews. Drug discovery, 5(9), 755-768 (2006-09-07)
Soluble guanylate cyclase (sGC) is a key signal-transduction enzyme activated by nitric oxide (NO). Impaired bioavailability and/or responsiveness to endogenous NO has been implicated in the pathogenesis of cardiovascular and other diseases. Current therapies that involve the use of organic

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