Choline m-bromophenyl ether

Choline m-bromophenyl ether

Names
Preferred IUPAC name 2-(3-Bromophenoxy)-N,N,N-trimethylethan-1-aminium
Other names MBF
Identifiers
CAS Number	15823-66-2
3D model (JSmol)	Interactive image
ChemSpider	364474
PubChem CID	411696
InChI InChI=1S/C11H17BrNO/c1-13(2,3)7-8-14-11-6-4-5-10(12)9-11/h4-6,9H,7-8H2,1-3H3/q+1 Key: OOVBETAQGQVMNH-UHFFFAOYSA-N
SMILES C[N+](C)(C)CCOc1cccc(c1)Br
Properties
Chemical formula	C11H17BrNO
Molar mass	259.167 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Choline m-bromophenyl ether (MBF) is an extremely potent nicotinic agonist. It has powerful ganglion stimulating effects.^[1][2] It also causes muscle contractions.^[3]

References

1. HEY, P (March 1952). "On relationships between structure and nicotine-like stimulant activity in choline esters and ethers". British Journal of Pharmacology and Chemotherapy. 7 (1): 117–29. doi:10.1111/j.1476-5381.1952.tb00697.x. PMC 1509269. PMID 14904910.
2. AMBACHE, N; ROBERTSON, PA (June 1953). "The nicotine-like actions of the 3-bromo-and 3:5-dibromo-phenyl ethers of choline (MBF and DBF)". British Journal of Pharmacology and Chemotherapy. 8 (2): 147–55. doi:10.1111/j.1476-5381.1953.tb00769.x. PMC 1509335. PMID 13066713.
3. WILLEY, GL (December 1955). "Stimulant activities of quaternary ammonium compounds on mammalian skeletal muscle". British Journal of Pharmacology and Chemotherapy. 10 (4): 466–73. doi:10.1111/j.1476-5381.1955.tb00107.x. PMC 1509544. PMID 13276606.