Carbamylcholine Chloride - Moligand™,≥96% , CAS No.51-83-2

CAS: 51-83-2 Cat. No.: C770570 Molecular Weight: 182.65 EC Number: 200-127-3

GRADE & PURITY Moligand™, ≥96%

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice,FedEx DG Service

Overview

Carbamoylcholine chloride is a cholinergic receptor agonist that binds to muscarinic receptors (mAChR) and nicotinic receptors (nAChR) on the membrane, and has a certain selectivity for muscarinic receptors. Carbamoylcholine chloride can activate phospholipase PLC to promote the hydrolysis of phosphatidylinositol 4,5-bisphosphate (PIP2) to generate diacylglycerol (DAG) and inositol triphosphate (IP3). Carbamoylcholine chloride can be used to study the secretory function of pancreatic cells, cell signal transduction mechanisms, and the differentiation of tumor cells. For example, in the study of pancreatic cancer cells, the degree of cell differentiation can be evaluated by stimulating their secretion of proteins.

Purpose

Carbamoylcholine chloride has been used:

to stimulate insulin secretion in transgenic mice

to induce contraction of undifferentiated and differentiated human adipose-derived stem cells (hASCs)

to mediate constriction of iris in pupillary light reflex studies in mice

Specifications

Specifications & Purity

Moligand™, ≥96%

Biochemical and Physiological Mechanisms

Carbachol elicits tear fluid secretion by interacting with muscarinic receptors. It is an analog of acetylcholine and an antiglaucoma drug. In ciliary processes, carbachol along with nitric oxide (NO) regulates Na+ and K+-ATPase activity. It stimulates in

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice, FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C[N+](C)(C)CCOC(=O)N.[Cl-]
• IUPAC Name: 2-carbamoyloxyethyl(trimethyl)azanium;chloride
• InChIKey: AIXAANGOTKPUOY-UHFFFAOYSA-N
• INCHI: 1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H
• Isomeric SMILES: C[N+](C)(C)CCOC(=O)N.[Cl-]
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 182.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Quaternary ammonium salts

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetraalkylammonium salts
• Alternative Parents: Carboximidic acids and derivatives Organopnictogen compounds Organooxygen compounds Organic zwitterions Organic oxides Imines Hydrochlorides Hydrocarbon derivatives Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Tetraalkylammonium salt - Carboximidic acid derivative - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organic salt - Organic zwitterion - Organooxygen compound - Imine - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
• External Descriptors: ammonium salt - carbamate ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 189 °C
• Molecular Weight: 182.650 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 182.082 Da
• Monoisotopic Mass: 182.082 Da
• Topological Polar Surface Area: 52.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 117.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Cunzheng Zhang, Yuzhu Chen, Ruqiao Duan, Yiming Zhang, Haonan Zheng, Jindong Zhang, Tao Zhang, Jingxian Xu, Kailong Li, Fei Pei, Liping Duan.  (2025)  Preconception maternal gut dysbiosis affects enteric nervous system development and disease susceptibility in offspring via the GPR41–GDNF/RET/SOX10 signaling pathway.  iMeta,      [PMID:40236770] [10.1002/imt2.70012]

2. Si Tang, Jing Zhu, Dong Zhao, Huaheng Mo, Zhaofu Zeng, Mengqing Xiong, Minglin Dong, Ke Hu.  (2020)  Effects of the excitation or inhibition of basal forebrain cholinergic neurons on cognitive ability in mice exposed to chronic intermittent hypoxia.  BRAIN RESEARCH BULLETIN,      [PMID:32905806] [10.1016/j.brainresbull.2020.08.027]

3. Shanshan Zhang, Hongfeng Wang, Yuke Zheng, Yelan Yao, Tianyu Li, Yukun Ma, Yue Zhou, Zhiyang Chen, Yiming Wei, Lu Fang, Xiangmei Chen, Xuesong Ye, Jianhui Zhou, Bo Liang.  (2025)  An Integrated Paper-Based Patch for Wearable Detection of Diabetic Nephropathy Biomarkers in Sweat.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202501970]