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C008

Sigma-Aldrich

(+)-cis-Dioxolane

Synonym(s):

L-(+)-cis-2-Methyl-4-trimethylammoniummethyl-1,3-dioxolane iodide

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About This Item

Empirical Formula (Hill Notation):
C8H18INO2
CAS Number:
16709-43-6
Molecular Weight:
287.14
MDL number:
MFCD00069221
UNSPSC Code:
12352103

optical activity

[α]24/D +17.3°, c = 0.5 in H2O(lit.)

color

yellow

solubility

H2O: 10 mg/mL
ethanol: 3 mg/mL
aqueous acid or base: unstable

SMILES string

[I-].C[C@H]1OC[C@@H](C[N+](C)(C)C)O1

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133)

Biochem/physiol Actions

High affinity muscarinic acetylcholine receptor agonist.

Other Notes

This product is a 60:40 mixture of cis:trans diastereomers as determined by NMR.

Caution

Hygroscopic

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A P Ford et al.
European journal of pharmacology, 225(2), 105-112 (1992-02-13)
The muscarinic receptor mediating stimulation of PI hydrolysis in guinea pig atria and ventricles has been studied. The non-selective muscarinic agonist (+)-cis-dioxolane elicited this response, concentration-dependently, with a potency indicative of a low receptor reserve. The potency of a novel
M Phillippe et al.
Biochemical and biophysical research communications, 231(3), 722-725 (1997-02-24)
These studies sought to determine the intracellular mechanisms underlying muscarinic receptor stimulated phasic contractions of myometrial smooth muscle. Utilizing cytosolic calcium imaging studies with Fura-2 loaded muscle strips, along with in vitro isometric contraction studies, we have demonstrated that phasic
L T Potter et al.
The Journal of pharmacology and experimental therapeutics, 248(3), 974-978 (1989-03-01)
The ability of 16 well-known cholinergic agonists to compete with 1 nM [3H]pirenzepine for the high (KH) and low (KL) affinity states of M1 muscarine receptors was studied, using rabbit hippocampal membranes suspended in 20 mM Tris buffer containing 1
John J Zaunders et al.
Journal of immunology (Baltimore, Md. : 1950), 183(4), 2827-2836 (2009-07-29)
Ag-specific human CD4(+) memory T lymphocytes have mostly been studied using assays of proliferation in vitro. Intracellular cytokine and ELISPOT assays quantify effector cell populations but barely detect responses to certain recall Ags that elicit strong proliferative responses, e.g., tetanus

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