K3394
KH7
≥98% (HPLC)
Synonym(s):
(E)-2-(1H-Benzo[d]imidazol-2-ylthio)-N′-(5-bromo-2-hydroxybenzylidene)propanehydrazide
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About This Item
Empirical Formula (Hill Notation):
C17H15BrN4O2S
CAS Number:
Molecular Weight:
419.30
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Quality Level
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
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.
- as a selective sAC antagonist to study its effect on the signaling pathway of proton gated channels (HV1) induced action in sperm cells.
- as a sAC inhibitor to study its effects on cAMP increase in monophosphorylated myosin light chain (pMLC).
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.
signalword
Danger
hcodes
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
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Mandy Lo et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 191(1), 113-125 (2020-11-21)
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