K3394

KH7

≥98% (HPLC)

• Synonym(s): (E)-2-(1H-Benzo[d]imidazol-2-ylthio)-N′-(5-bromo-2-hydroxybenzylidene)propanehydrazide
• Empirical Formula (Hill Notation): C₁₇H₁₅BrN₄O₂S
• CAS Number: 330676-02-3
• Molecular Weight: 419.30
• NACRES: NA.77
• PubChem Substance ID: 329817136
• UNSPSC Code: 41106305
• MDL number: MFCD01230899
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: >20 mg/mL
• storage temp.: 2-8°C
• SMILES string: CC(Sc1nc2ccccc2[nH]1)C(=O)N\N=C\c3cc(Br)ccc3O
• InChI: 1S/C17H15BrN4O2S/c1-10(25-17-20-13-4-2-3-5-14(13)21-17)16(24)22-19-9-11-8-12(18)6-7-15(11)23/h2-10,23H,1H3,(H,20,21)(H,22,24)/b19-9+
• InChI key: WILMXUAKQKGGCC-DJKKODMXSA-N

Description

Application

KH7 has been used:

• as a soluble adenyl cyclase (sAC) antagonist to study its effect on the signaling pathway mediated by the action of transient  receptor type 1 (TRPV1) in sperm cells.[1]
• as a selective sAC antagonist to study its effect on the signaling pathway of proton gated channels (HV1) induced action in sperm cells.[2]
• as a sAC inhibitor to study its effects on cAMP increase in monophosphorylated myosin light chain (pMLC).[3]

KH7 is not active against sAC in the presence of detergents. When used in cellular experiments, KH7 exhibits non-specific membrane disruption effects at concentrations above 50 μM.

Biochem/physiol Actions

KH7 is a selective inhibitor of soluble adenylyl cyclase.

KH7 is a selective inhibitor of soluble adenylyl cyclase. Soluble adenylyl cyclase (sAC) is an ubiquitously expressed, essential component of cAMP-signaling.

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 is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable