B2134

2-Bromo-α-ergocryptine methanesulfonate salt

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
• Empirical Formula (Hill Notation): C₃₂H₄₀BrN₅O₅ · CH₄SO₃
• CAS Number: 22260-51-1
• Molecular Weight: 750.70
• Beilstein: 4115238
• EC Number: 244-881-1
• MDL number: MFCD00069218
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277885
• NACRES: NA.77

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.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H410
• Precautionary Statements: P273 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves