8-(4-Chlorophenylthio)guanosine 3′,5′-cyclic Monophosphate sodium salt - ≥95%(HPLC) , CAS No.51239-26-0

CAS: 51239-26-0 Cat. No.: C336169 Molecular Weight: 509.79

GRADE & PURITY ≥95%(HPLC)

Synonyms

sodium 8-(4-chlorophenylthio)guanosine 3',5'-cyclic monophosphate | 8-(4-chlorophenylthio)-3',5'-cyclic GMP.Na | 8-pCPT-cGMP.Na | sodium (4aR,6R,7R,7aS)-6-{2-amino-8-[(4-chlorophenyl)sulfanyl]-6-oxo-1,6-dihydro-9H-purin-9-yl}-7-hydroxy-2-oxotetrahydro-2H,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

8-(4-Chlorophenylthio)guanosine 3',5'-cyclic Monophosphate sodium salt (8-CPT-2'-O-Me-cAMP? Na ) is a selective activator of cGKI α, cGKI β, and cGKII (cGMP-dependent protein kinase (PKG) Iα, Iβ, and type II )as well as of CNG (cGMP-gated ion channels). The compounds higher activation potential as compared to cGMP, and retains excellent cell membrane permeability and phosphodiesterase stability. 8-CPT-2'-O-Me-cAMP ? Na has been preferred alternative to unsuitable analogs such as dibutyryl-cGMP.

Specifications

Synonyms

sodium 8-(4-chlorophenylthio)guanosine 3', 5'-cyclic monophosphate | 8-(4-chlorophenylthio)-3', 5'-cyclic GMP.Na | 8-pCPT-cGMP.Na | sodium (4aR, 6R, 7R, 7aS)-6-{2-amino-8-[(4-chlorophenyl)sulfanyl]-6-oxo-1, 6-dihydro-9H-purin-9-yl}-7-hydroxy-2-oxotetrahydro-2H,

Specifications & Purity

≥95%(HPLC)

Biochemical and Physiological Mechanisms

Membrane permeable analog of cGMP that does not affect cGMP-regulated phosphodiesterase. A more potent cGMP analog than 8-Br-cGMP due to its higher membrane permeability and higher resistance to phosphodiesterase hydrolysis. Acts as a selective activator

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

AGONIST

Purity

≥95%(HPLC)

Names and Identifiers

• Canonical Smiles: C1C2C(C(C(O2)N3C4=C(C(=O)NC(=N4)N)N=C3SC5=CC=C(C=C5)Cl)O)OP(=O)(O1)[O-].[Na+]
• IUPAC Name: sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-(4-chlorophenyl)sulfanyl-1H-purin-6-one
• InChIKey: REEQGIQRCDWDRA-ZBMQJGODSA-M
• INCHI: 1S/C16H15ClN5O7PS.Na/c17-6-1-3-7(4-2-6)31-16-19-9-12(20-15(18)21-13(9)24)22(16)14-10(23)11-8(28-14)5-27-30(25,26)29-11;/h1-4,8,10-11,14,23H,5H2,(H,25,26)(H3,18,20,21,24);/q;+1/p-1/t8-,10-,11-,14-;/m1./s1
• Isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=C(C(=O)NC(=N4)N)N=C3SC5=CC=C(C=C5)Cl)O)OP(=O)(O1)[O-].[Na+]
• WGK Germany: 3
• Molecular Weight: 509.79
• Reaxy-Rn: 41030408
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=41030408&ln=

Chemical and Physical Properties

• Solubility: Soluble in water (25 mg/ml). Insoluble in acetone.
• Refractive Index: n20D~1.93 (Predicted)