ChemicalBook > CAS DataBase List > Bromocriptine mesylate
Bromocriptine mesylate
Bromocriptine mesylate
- CAS No.22260-51-1
- Chemical Name:Bromocriptine mesylate
- CBNumber:CB4335584
- Molecular Formula:C33H44BrN5O8S
- Formula Weight:750.7
- MOL File:22260-51-1.mol
Bromocriptine mesylate Property
- Melting point 192-196° (dec)
- alpha D20 +95° (c = 1 in methanol-methylene chloride)
- storage temp. 2-8°C
- solubility H2O: 0.8 mg/mL
- form solid
- pka 4.90(at 25℃)
- color white
- optical activity [α]20/D +95°, c = 1 in methanol: methylene chloride (1:1)(lit.)
- Water Solubility H2O: 0.8mg/mL
ethanol: 23mg/mL - Merck 13,1400
- BRN 4115238
- Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months
- InChIKey NOJMTMIRQRDZMT-JGYCFGIMSA-N
- CAS DataBase Reference 22260-51-1(CAS DataBase Reference)
- FDA UNII FFP983J3OD
- NCI Drug Dictionary bromocriptine mesylate
- UNSPSC Code 12352200
- NACRES NA.77
Safety
- Hazard Codes :Xn
- Risk Statements :20/21/22
- Safety Statements :22-24/25-36
- RIDADR :UN 3077 9 / PGIII
- WGK Germany :3
- RTECS :KE1595000
- F :3-10
- HS Code :29396900
- Toxicity :LD50 in mice, rats, rabbits (mg/kg): 190, 72, 12.5 i.v. (Parkes)
-
NFPA 704:
0 2 0
-
Symbol(GHS)
- Signal wordWarning
- Hazard statements H302-H410
- Precautionary statements P273-P301+P312+P330
Bromocriptine mesylate Price
More Price(3)
- Brand: Sigma-Aldrich(India)
- Product number: B2134
- Product name : 2-Bromo-α-ergocryptine methanesulfonate salt
- Purity: solid
- Packaging: 25MG
- Price: ₹9190.43
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: B2134
- Product name : 2-Bromo-α-ergocryptine methanesulfonate salt
- Purity: solid
- Packaging: 100MG
- Price: ₹24735.13
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: B2134
- Product name : 2-Bromo-α-ergocryptine methanesulfonate salt
- Purity: solid
- Packaging: 250MG
- Price: ₹48864.05
- Updated: 2022/06/14
- Buy: Buy
Bromocriptine mesylate Chemical Properties,Usage,Production
- Description Bromocriptine is a dopamine receptor agonist (Kis = 1,659, 12.2, 12.2, 59.7, and 1,691 nM for dopamine D1, D2, D3, D4, and D5 receptors, respectively). It also binds to the serotonin (5-HT) receptor subtypes 5-HT1A and 5-HT1D (Kis = 12.9 and 10.7 nM, respectively), as well as α1-adrenergic receptors (Kis = 1.12-4.17 nM). Bromocriptine (5 mg/kg) restores locomotor activity, without inducing dyskinesia, in a macaque model of Parkinson’s disease induced by MPTP. Formulations containing bromocriptine have been used in the treatment of Parkinson''s disease, hyperprolactinemia-associated dysfunctions, and acromegaly.
- Chemical Properties Solid
- Originator Parlodel,Sandoz,UK,1975
- Uses 2-Bromo-α-Ergocryptine is a dopamine receptor agonist. 2-Bromo-α-Ergocryptine is a derivative of the ergotoxin group of ergot alkaloids. 2-Bromo-α-Ergocryptine is a prolactin inhibitor; antiparkinsoni an.
- Uses Dopamine receptor agonist; derivative of the ergotoxin group of ergot alkaloids. Prolactin inhibitor; antiparkinsonian.
-
Uses
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
- Definition ChEBI: Bromocriptine methanesulfonate is a methanesulfonate salt. It has a role as an antiparkinson drug. It contains a bromocriptine.
-
Manufacturing Process
A solution of 3.4 grams of N-bromosuccinimide in 60 cc of absolute dioxane is
added drop wise in the dark, during the course of 5 minutes, to a stirred
solution, heated to 60°C, of 9.2 grams of ergocryptine in 180 cc of absolute
dioxane. The reaction mixture is stirred at this temperature for 70 minutes
and is concentrated to a syrup-like consistency in a rotary evaporator at a
bath temperature of 50°C. The reaction mixture is subsequently diluted with
300 cc of methylene chloride, is covered with a layer of about 200 cc of a 2 N
sodium carbonate solution in a separating funnel and is shaken thoroughly.
The aqueous phase is extracted thrice with 100 cc amounts of methylene
chloride. The combined organic phases are washed once with 50 cc of water,
are dried over sodium sulfate and the solvent is removed under a vacuum.
The resulting brown foam is chromatographed on a 50-fold quantity of aluminum oxide of activity II-III with 0.2% ethanol in methylene chloride as eluant, whereby the compound indicated in the heading is eluted immediately after a secondary fraction which migrates somewhat more rapidly than the fractions containing the heading compound. The last fractions to leave the aluminum oxide contain varying amounts of starting material together with the heading compound, and may be subjected directly, as mixed fractions, to an afterbromination in accordance with the method described above. The fractions containing the pure heading compound are combined and crystallized from methyl ethyl ketonehopropy1 ether. Melting point 215°-218°C (decomp.), [α]D 20-195° (c = 1 in methylene chloride). - brand name Parlodel (Novartis).
- Therapeutic Function Prolactin inhibitor
- General Description Bromocriptine mesylate,(6aR,9R)-5-bromo-N-((2R,5S,10aS,10bS)-10b-hydroxy-5-isobutyl-2-isopropyl-3,6-dioxooctahydro-2H-oxazolo[3,2-a]pyrrolo[2,1c]pyrazin-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide methanesulfonate(Parlodel), is a white solid soluble in ethanol and slightly solublein water (pKa’s=6.6 and 15). Bromocriptine is rapidlyabsorbed after oral administration and it has low systemicbioavailability because of its extensive first-pass metabolism.Bromocriptine enters the brain quickly with a half-lifefor uptake into the brain of approximately 0.3 hours; 8% ofthe drug crosses the BBB.The metabolites are excreted primarilyin the bile and feces. The high first-pass hepatic metabolismimplies an increased risk of drug interactions.Concomitant administration with the DA antagonists, metoclopramide,or domperidone may aggravate parkinsoniansymptoms and induce extrapyramidal side effects (EPS).Other drugs that may interact with bromocriptine are highlyplasma protein–bound drugs (e.g., warfarin, increased dyskinesiacaused by bromocriptine); macrolides antibacterials(enhanced dopaminergic effects); and caffeine (elevation inplasma bromocriptine concentrations). The combination oflevodopa/AADC inhibitors with bromocriptine permits a reductionof the dose of levodopa. Thus, the side effects oflevodopa are decreased, resulting in a more continuous stimulationof DA receptors.
- Biological Activity Selective D 2 -like dopamine receptor agonist (K i values are ~ 8, ~ 5, ~ 290, ~ 440 and ~ 450 nM for D 2 , D 3 , D 4 , D 1 and D 5 receptors respectively).
- 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.
- Veterinary Drugs and Treatments Bromocriptine may potentially be of benefit in treating acromegaly/ pituitary adenomas or pseudopregnancy in a variety of species. However, because of adverse effects, its potential value for treating hyperadrenocorticism in dogs is low. It has been used in dogs for pregnancy termination and pseudopregnancy.
- storage Room temperature
- References 1) Nilsson and Hokfelt (1978), Effect of the dopamine agonist bromocriptine on blood pressure, catecholamines and renin activity in acromegalics at rest, following exercise, and during insulin induced hypoglycemia; Acta Endocrinol., Supp. 216 83 2) Seeman and Van Tol (1994), Dopamine receptor pharmacology; Trends Pharmacol. Sci., 15 264 3) Carvalho et al. (2015), Maternal prolactin inhibition causes changes in leptin at 22- and 30-day old pups; Horm. Metab. Res., 47 528 4) Hubner and Koob (1990), Bromocriptine produces decreases in cocaine self-administration in the rat; Neuropsychopharmacol., 3 101
Bromocriptine mesylate Preparation Products And Raw materials
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22260-51-1, Bromocriptine mesylateRelated Search:
- CHLOROPHOSPHONAZO III Pazufloxacin mesilate Imatinib Methanesulfonic acid Pefloxacin mesylate Bromocriptine Trifluoromethanesulfonic acid ALPHA-ERGOCRYPTINE BroMocriptine IMpurity E Ergoline-8-carboxylic acid, 2-bromo-9,10-didehydro-6-methyl-, (8β)- BroMocriptine IMpurity F BroMocriptine-13C-d3 BroMocriptine IMpurity G Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (2'β,5'α,8α)- (9CI) 5'alpha(S)-sec-butyl-12'-hydroxy-2'-isopropylergotaman-3',6',18-trione (8S)-2-BroMo α-Ergocryptine Bromocriptine Impurity A (Mixture of Diastereomers) Bromocriptine Impurity 2
- 22260-51-1
- Dopamine receptor
- Pharmaceuticals
- Intermediates & Fine Chemicals
- Inhibitors
- Heterocycles
- Aromatics
- PARLODEL
- 抑制剂
- 杂质对照品
- 对照品-杂质对照品
- 药靶配体
- 有机原料
- 生物试剂
- 化学试剂-精细化工
- 试剂盒-细胞分析试剂盒
- 试剂
- 化学试剂
- 原料
- 原料药
- 医药原料
- 医药原料
- 医用原料
- 医药原料药
- C32H40BrN5O5CH4SO3
- C32H40N5O5BRCH4SO3
- C32H40BrN5O5CH3SO3H
- C33H44BrN5O8S
- C32H40BrN5O5CH4O3S
- 甲磺酸溴隐亭,10 MM DMSO 溶液
- BROMOCRIPTINE MESYLATE,D2-LIKE DOPAMINE RECEPTOR激动剂
- PERFEMIKER]甲磺酸溴隐亭,99%
- 2-溴Α-麦角隐碱甲磺酸盐
- 溴隐亭甲磺酸盐
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- 甲磺酸溴隐亭/甲磺酸溴麦角环肽
- BROMOCRIPTINE-13C-D3 MESYLATE
- 甲磺酸溴隐亭 标准品
- 甲磺酸溴隐亭系统适用性 EP标准品
- 甲磺酸溴隐亭 EP标准品
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- 22260-51-1
- Bromocriptine mesylate - Bio-X ?
- 2-Bromo-α-ergocryptine methanesulfonate salt
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