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B2134

2-Bromo-α-ergocryptine methanesulfonate salt

Name: 2-Bromo-α-ergocryptine methanesulfonate salt
Brand: SIGMA

solid

Synonym(s):

(+)-2-Bromo-12′-hydroxy-2′-(1-methylethyl)-5′-(2-methylpropyl)ergotaman-3′,6′-18-trione methanesulfonate salt, (+)-Bromocriptine methanesulfonate salt, Bromocriptine mesylate salt

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About This Item

Empirical Formula (Hill Notation):

C₃₂H₄₀BrN₅O₅ · CH₄SO₃

CAS Number:

22260-51-1

Molecular Weight:

750.70

UNSPSC Code:

12352200

NACRES:

NA.77

PubChem Substance ID:

24277885

EC Number:

244-881-1

Beilstein/REAXYS Number:

4115238

MDL number:

MFCD00069218

Form:

solid

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Properties

form

solid

optical activity

[α]20/D +95°, c = 1 in methanol: methylene chloride (1:1)(lit.)

color

white

solubility

H₂O: 0.8 mg/mL, ethanol: 23 mg/mL

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.[H][C@@]12Cc3c(Br)[nH]c4cccc(C1=CC(CN2C)C(=O)N[C@@]5(O[C@]6(O)N([C@@H](CC(C)C)C(=O)N7CCC[C@@]67[H])C5=O)C(C)C)c34

InChI

1S/C32H40BrN5O5.CH4O3S/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18;1-5(2,3)4/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39);1H3,(H,2,3,4)/t18?,23-,24+,25+,31-,32+;/m1./s1

InChI key

NOJMTMIRQRDZMT-NEKRQHSLSA-N

Gene Information

human ... DRD2(1813), DRD3(1814), PRL(5617)

Description

Application

2-Bromo-α-ergocryptine methanesulfonate salt has been used:

as D2 agonist in bird zebra finches
for Prl secretion inhibitor in mice
for the inhibition of motility in planaria worm

Biochem/physiol Actions

Bromocriptine is an ergot alkaloid and a dopamine D2 receptor agonist. It is prescribed for Parkinson′s disorder, hyperprolactinemia and galactorrhoea. It modulates β cells of the pancreas from insulin hypersecretion and improves the metabolic profile in type 2 diabetes patients with obesity. It also modulates glutamate release by glutamate transporter,GLT-1.