ChemicalBook > CAS DataBase List > Dihydroergotoxine mesylate

Dihydroergotoxine mesylate

Product Name
Dihydroergotoxine mesylate
CAS No.
8067-24-1
Chemical Name
Dihydroergotoxine mesylate
Synonyms
ERGOLOID MESYLATES;hydergine;circanol;Epos;ergoloid mesylate;cck179;Decril;Trigot;Inorter;Dacoren
CBNumber
CB6226235
Molecular Formula
C20H29N3O5S
Formula Weight
423.53
MOL File
8067-24-1.mol
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Dihydroergotoxine mesylate Property

storage temp. 
Store at RT
solubility 
DMSO: Slightly Soluble; Methanol: 1 mg/ml
form 
Solid
color 
White to off-white
InChI
InChI=1/C19H25N3O2.CH4O3S/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13;1-5(2,3)4/h3-5,8,11,13,15,17,20,23H,6-7,9-10H2,1-2H3,(H,21,24);1H3,(H,2,3,4)/t11-,13+,15+,17+;/s3
InChIKey
ONYMVHQTXOEAOV-TZWRWDCZNA-N
SMILES
C12C3=CC=CC=1[C@@]1([H])C[C@H](CN(C)[C@]1([H])CC2=CN3)C(=O)N[C@@H](C)CO.S(=O)(=O)(O)C |&1:6,9,13,22,r|
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Safety

Hazard Codes 
T
Risk Statements 
60
Safety Statements 
53-36/37/39-45
RIDADR 
1544
RTECS 
KE8800000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
3003490000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C2510000
Product name
Codergocrine mesilate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
60 mg
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
1239504
Product name
Ergoloid mesylate salt
Packaging
300mg
Price
$376
Updated
2025/07/31
Sigma-Aldrich
Product number
C2510000
Product name
Codergocrine mesilate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
c2510000
Price
$220
Updated
2024/03/01
Cayman Chemical
Product number
24095
Product name
Ergoloid (mesylates)
Purity
≥95%
Packaging
25mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
24095
Product name
Ergoloid (mesylates)
Purity
≥95%
Packaging
50mg
Price
$65
Updated
2024/03/01
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Dihydroergotoxine mesylate Chemical Properties,Usage,Production

Description

Ergoloid, also known as dihydroergotoxine mesylate, is a mixture of the ergot alkaloids dihydroergocornine, dihydroergocrystine, and dihydroergocryptine. It blocks reflex vasodilation and vasoconstriction induced by norepinephrine in dogs when injected into the kidney at a dose of 0.15 mg. Ergoloid blocks norepinephrine-induced cAMP production in rat brain cortical homogenates ex vivo in a dose-dependent manner. It also acts as an erectogenic agent in rats. Formulations containing ergoloid have been used in the treatment of migraine headaches and vascular dementias.

Uses

Cognition adjuvant. Dihydroergotoxine mesylate binds with high affinity to GABAA receptor Cl- channel. Interacts with central dopaminergic, serotonergic and adrenergic (a1) receptors. Exhibits antirproliferative activity in vitro. Displays cognition-enhancing, anticonvulsant and sedative activity in vivo. Dihydroergotoxine mesylate is a substrate of GABA Receptor.

Definition

ChEBI: Dihydroergotoxine mesylate is a mixture of hydrogenated ergot alkaloids consisting of the methanesulfonic acid salts of dihydroergocornine (R = CHMe2), dihydroergocristine (R = CH2Ph), and alpha- and beta-dihydroer ocryptine (R = CH2CHMe2 and CH(Me)Et, respectively). It is used for the symptomatic treatment of mild to moderate dementia in the elderly, although its value is not established.

brand name

Alkergot (Sandoz); Circanol(3M Pharmaceuticals); Deapril (Bristol-Myers Squibb);Gerimal (Watson); Hydergine (Novartis).

Biological Activity

Dihydroergotoxine mesylate is a complex of closely related alkaloid salts. Binds with high affinity to the GABAA receptor Cl- channel, producing an allosteric interaction with the benzodiazepine site. Also interacts with central dopaminergic, serotonergic and adrenergic (α1) receptors. Displays antiproliferative activity in vitro (IC50 = 18 - 38 μM in prostate cancer cells) and exhibits cognition-enhancing, anticonvulsant and sedative activity in vivo. 

Pharmacology

The metabolic effects of ergoloid mesylates (Hydergine) may include enhancement of noradrenergic, dopaminergic and serotoninergic neurotransmission (Weil,1988) and reduction of free radicals. Schneider and Olin (1994) reviewed 151 reports on the use of Hydergine in senile dementia, but only 47 of these trials (31%) met strict criteria for meta-analysis. ACochrane review (Olin et al., 2001) confirmed that patients with VaD appeared to benefit more than patients with AD in terms of cognition,clinical global ratings and combined measures. However, compared with placebo, efficacy was very modest. Thus, there are no grounds to recommend its use.

References

[1] S MATSUSHITA. Pharmacological studies on reflex renal vasodilatation.[J]. Tohoku Journal of Experimental Medicine, 1969, 99 1: 51-57. DOI: 10.1620/tjem.99.51
[2] R. MARKSTEIN  H. W. The effect of dihydroergotoxin, phentolamine and pindolol on catecholamine-stimulated adenylcyclase in rat cerebral cortex[J]. FEBS Letters, 1975, 55 1: Pages 275-277. DOI: 10.1016/0014-5793(75)81010-6
[3] MILOVAN RADOSAVLJEVIC. Influence of Dihydroergotoxine, Bromocriptine, and Ergotamine on Penile Erection in Wistar Rats[J]. Journal of andrology, 2013, 33 5: 866-871. DOI: 10.2164/jandrol.111.015461

Dihydroergotoxine mesylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dihydroergotoxine mesylate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Dihydroergotoxine mesylate 8067-24-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
10000KG
Release date
2024-08-07
Henan Fengda Chemical Co., Ltd
Product
Dihydroergotoxine mesylate 8067-24-1
Price
US $8.00-1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-03
Career Henan Chemical Co
Product
Dihydroergotoxine mesylate 8067-24-1
Price
US $106.00/G
Min. Order
1G
Purity
98%
Supply Ability
100kg
Release date
2018-07-24

8067-24-1, Dihydroergotoxine mesylateRelated Search:


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  • amixtureof: —(6aR,9R,10aR)-N-[(2R,5S,10aS,10bS)-10b-hydroxy-2,5-bis(1-methylethyl)-3,6-dioxooctahydro-8h-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamidemethanesulfonate(dihydroergocorninemesilate)
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  • 8067-24-1