M182
MDL-12,330A hydrochloride
≥98% (HPLC), Adenylyl cyclase inhibitor, powder
Synonym(s):
cis-N-(2-Phenylcyclopentyl)-azacyclotridec-1-en-2-amine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C23H36N2 · HCl
CAS Number:
Molecular Weight:
377.01
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
MDL-12,330A hydrochloride, ≥98% (HPLC), powder
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to off-white
solubility
DMSO: >20 mg/mL
storage temp.
2-8°C
SMILES string
Cl[H].C1CCCCCN=C(CCCCC1)N[C@H]2CCC[C@H]2c3ccccc3
InChI
1S/C23H36N2.ClH/c1-2-4-6-11-18-23(24-19-12-7-5-3-1)25-22-17-13-16-21(22)20-14-9-8-10-15-20;/h8-10,14-15,21-22H,1-7,11-13,16-19H2,(H,24,25);1H/t21-,22-;/m0./s1
InChI key
CKOPQUCSDBVAQG-VROPFNGYSA-N
Application
MDL-12,330A hydrochloride has been used as an inhibitor of adenylyl cyclase to block cyclic AMP signaling in mesenchymal stem/stromal cells (MSC). It has also been used as an adenylyl cyclase blocker to test its effect on the locomotor activity based on tail suspension test (TST) in mice.
Biochem/physiol Actions
Adenylyl cyclase inhibitor.
MDL-12,330A is a cycloalkyl lactamimide that acts as a voltage-gated potassium channel blocker (KV) leading to extension of action potential duration (APD) and favoring insulin secretion. It also blocks calcium (Ca2+) entry.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
Nao Fukuwada et al.
AIMS neuroscience, 7(4), 438-458 (2020-12-03)
Major depressive disorder (MDD) is highly comorbid with anxiety disorders. It has been reported that the bed nucleus of the stria terminalis (BNST) is important for the induction of anxiety and MDD. Recently, the Gαq protein signaling within the BNST
Dong Fu et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(4), 1403-1408 (2011-01-12)
This study describes a unique function of taurocholate in bile canalicular formation involving signaling through a cAMP-Epac-MEK-Rap1-LKB1-AMPK pathway. In rat hepatocyte sandwich cultures, polarization was manifested by sequential progression of bile canaliculi from small structures to a fully branched network.
Gillian P Johnson et al.
Journal of cell science, 131(21) (2018-10-12)
Mechanical loading is a potent stimulus of bone adaptation, requiring the replenishment of the osteoblast from a progenitor population. One such progenitor is the mesenchymal stem cell (MSC), which undergoes osteogenic differentiation in response to oscillatory fluid shear. Yet, the
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M182-5MG | 04061832898902 |
| M182-25MG | 04061832898896 |