All Photos(2)
Synonym(s):
(E)-2-(1H-Benzo[d]imidazol-2-ylthio)-N′-(5-bromo-2-hydroxybenzylidene)propanehydrazide
Empirical Formula (Hill Notation):
C17H15BrN4O2S
CAS Number:
Molecular Weight:
419.30
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
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
Related Categories
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).
Biochem/physiol Actions
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.
Suitability
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Frances Evans et al.
Journal of cellular physiology, 235(3), 2947-2962 (2019-09-20)
In previous work, we reported that plasma membrane potential depolarization (PMPD) provokes cortical F-actin remodeling in bovine corneal endothelial (BCE) cells in culture, which eventually leads to the appearance of intercellular gaps. In kidney epithelial cells it has been shown
Nanshan Song et al.
Biochemical pharmacology, 150, 245-255 (2018-02-16)
β2-Aderenergic receptor (β2AR) agonist, Salmeterol exhibits anti-inflammatory activities. However, the inhibitory effects of Salmeterol on inflammasome activation are elusive and the underlying mechanisms need to be explored. In this study, we established inflammatory model in primary bone marrow-derived macrophages (BMDM)
Carresse L Gerald et al.
Alcoholism, clinical and experimental research, 40(2), 273-283 (2016-02-05)
Farm workers in rural areas consume more alcohol than those who reside in urban areas. Occupational exposures such as agricultural work can pose hazards on the respiratory system. It is established that hog barn dust induces inflammation in the airway
Mandy Lo et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 191(1), 113-125 (2020-11-21)
We tested in six fish species [Pacific lamprey (Lampetra richardsoni), Pacific spiny dogfish (Squalus suckleyi), Asian swamp eel (Monopterus albus), white sturgeon (Acipenser transmontanus), zebrafish (Danio rerio), and starry flounder (Platichthys stellatus)] the hypothesis that elevated extracellular [HCO3-] protects spontaneous
Chathura Priyadarshana et al.
Biology of reproduction, 99(5), 1000-1009 (2018-05-23)
Both transcriptionally and translationally inactive sperm need preassembled pathways into specific cellular compartments to function. Although initiation of the acrosome reaction (AR) involves several signaling pathways including protein kinase A (PKA) activation, how these are regulated remains poorly understood in
Articles
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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