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.
Peiyu Xie et al.
International immunopharmacology, 12(1), 158-168 (2011-12-14)
A recombinant complement anaphylatoxin, C4a, inhibited chemotaxis, respiratory burst and histamine release in mast cell-like HMC-1 cells that were treated with recombinant C5a anaphylatoxin. C4a also inhibited histamine release from HMC-1 cells that were induced by recombinant C3a. The inhibition
Michele Dibattista et al.
Journal of neurophysiology, 100(2), 576-586 (2008-05-30)
Hyperpolarization-activated currents (Ih) are present in several neurons of the central and peripheral nervous system. However, Ih in neurons of the vomeronasal organ (VNO) is not well characterized. We studied the properties of Ih in sensory neurons from acute slices
Layla Al-Nakkash
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 30(1), 137-150 (2012-07-05)
Daily subcutaneous injections with the phytoestrogen genistein, 600 mg/ kg genistein/day (600G) significantly increased intestinal chloride (Cl(-)) secretion (I(sc), µA/cm(2)) in C57BL/6J female and male murine jejunum after 1-2-weeks treatment. In 600G females, basolateral application of the adenylate cyclase inhibitor
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M182-5MG | 04061832898902 |
| M182-25MG | 04061832898896 |