Ataciguat

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Ataciguat

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Cat No: 16371

Biochemicals - Small Molecule Activators

Soluble guanylate cyclase (sGC) is the primary cellular receptor for NO. NO binds and activates a heme group in sGC, initiating the conversion of GTP to the second messenger cGMP. cGMP subsequently mediates a number of signaling cascades leading to vas...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

5-chloro-2-[[(5-chloro-2-thienyl)sulfonyl]amino]-N-[4-(4-morpholinylsulfonyl)phenyl]-benzamide

Correlated keywords:

254976-06-2 sGC agonists activators oxidized hemes ferric cGMP vasorelaxation solubles guanylates cyclases nitric oxides signaling NO cyclic GMP hypertensions hyperlidemia cardiovascular diseases diabetes anthranilic acids derivatives oxidized heme-free free oxidizes purified bovine lungs crude humans corpus cavernosum binding binds pockets mimicking functions levels cultured rats aorta smooth muscles cells induces isolated porcine coronary arteries activates primary cellular receptors groups conversions GTP seconds messengers cascades inhibiting inhibits inhibitors proliferations leukocytes recruitments platelets aggregations oxidations dissociations impairments nucleotides biochemistry vasculars isolates

Product Overview:
Soluble guanylate cyclase (sGC) is the primary cellular receptor for NO. NO binds and activates a heme group in sGC, initiating the conversion of GTP to the second messenger cGMP. cGMP subsequently mediates a number of signaling cascades leading to vasorelaxation and inhibiting smooth muscle proliferation, leukocyte recruitment, and platelet aggregation. Oxidation of the heme results in its dissociation from sGC and an impairment of NO signaling, which has been linked to hypertension, hyperlidemia, cardiovascular disease, and diabetes.{26751} Ataciguat is an anthranilic acid derivative that activates the oxidized (heme-free) form of sGC (EC50 = 0.5-10 µM in purified bovine lung or crude human corpus cavernosum isolates) by binding to the heme pocket and mimicking its function.{26751,26750,26752} It has been shown to increase cGMP levels in cultured rat aorta smooth muscle cells and to induce vasorelaxation of isolated rat aorta, porcine coronary arteries, and human corpus cavernosum (EC50 = 1-10 µM).{26750}

Size	1 mg
Shipping	dry ice
CAS Number	254877-67-3
Molecular Formula	C₂₁H₁₉Cl₂N₃O₆S₃
SMILES	O=S(N1CCOCC1)(C2=CC=C(NC(C3=CC(Cl)=CC=C3NS(C4=CC=C(Cl)S4)(=O)=O)=O)C=C2)=O
Molecular Weight	576,5
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2903.99
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.