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B2134

2-Bromo-α-ergocryptine methanesulfonate salt

solid

Sinonimo/i:

(+)-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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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C32H40BrN5O5 · CH4SO3
Numero CAS:
Peso molecolare:
750.70
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
EC Number:
244-881-1
Beilstein/REAXYS Number:
4115238
MDL number:
Form:
solid


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

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.

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Questo articolo
1076501Y0000677SML1957
Bromocriptine mesylate United States Pharmacopeia (USP) Reference Standard

USP

1076501

Bromocriptine mesylate

form

solid

form

-

form

-

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

solubility

H2O: 0.8 mg/mL, ethanol: 23 mg/mL

solubility

-

solubility

-

solubility

-

color

white

color

-

color

-

color

white to beige

optical activity

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

optical activity

-

optical activity

-

optical activity

-

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-


pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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S Perachon et al.
European journal of pharmacology, 366(2-3), 293-300 (1999-03-19)
We measured the affinities of bromocriptine, pramipexole, pergolide and ropinirole at human recombinant dopamine D1, D2 and D3 receptors in binding and functional tests. All four compounds bound with high affinity at the dopamine D3 receptor; bromocriptine and pergolide also
Bromocriptine: old drug, new formulation and new indication.
Holt RI, et al.
Diabetes, obesity & metabolism, 12(12), 1048-1057 (2010)
Prolactin and glucocorticoid signaling induces lactation-specific tight junctions concurrent with beta-casein expression in mammary epithelial cells.
Kobayashi K, et al.
Biochimica et Biophysica Acta - Molecular Cell Research, 1863(8), 2006-2016 (2016)



Numero articolo commerciale globale

SKUGTIN
B2134-250MG04061832079233
B2134-100MG04061833426616
B2134-25MG04061833426623

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