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Home > Encyclopedia > Dihydroergotamine mesylate

Dihydroergotamine mesylate

pharmaceutical raw materials
Dihydroergotamine mesylate structure

Dihydroergotamine mesylate 

structure
  • CAS No:

    6190-39-2

  • Formula:

    C33H37N5O5.CH4O3S

  • Chemical Name:

    Dihydroergotamine mesylate

  • Synonyms:

    Ergotaman-3′,6′,18-trione,9,10-dihydro-12′-hydroxy-2′-methyl-5′-(phenylmethyl)-,(5′α,10α)-,methanesulfonate (1:1);Ergotaman-3′,6′,18-trione,9,10-dihydro-12′-hydroxy-2′-methyl-5′-(phenylmethyl)-,(5′α,10α)-,monomethanesulfonate (salt);Ergotamine,9,10-dihydro-,monomethanesulfonate (salt);Dihydroergotamine mesylate;Dihydroergotamine methanesulfonate;Dihydroergotamine methanesulphonate;Dihytamine;DHE 45;Dihydergot;DETMS;9,10-Dihydroergotamine mesylate;Dihydroergotamine monomethanesulfonate;(+)-Dihydroergotamine mesylate;Seglor;Dirgotarl;Morena;Orstanorm;Ergotonin;Ikaran;Tonopres;Diergo;Ergomimet;Endophleban;Migranal;Agit;Dergotamine;Ergont;Angionorm;Verladyn;122074-71-9;37-48-9;1381-02-8;5707-14-2;11041-28-4;56532-69-5;885319-97-1

  • Categories:

    Active Pharmaceutical Ingredients  >  Circulatory System Drugs

Description

Dihydroergotamine mesylate is an ergot alkaloid used to treat migraines.Target: 5-HT ReceptorsDihydroergotamine is not as effective as sumatriptan or phenothiazines as a single agent for treatment of acute migraine headache; however, when administered with an antiemetic, dihydroergotamine appears to be as effective as opiates, ketorolac, or valproate. Given its nonnarcotic properties, parenteral dihydroergotamine combined with an antiemetic should be considered as effective initial thera


Dihydroergotamine mesylate is the methanesulfonic acid salt of dihydroergotamine, a semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine. Both the mesylate and the tartrate salts are used for the treatment of migraine and orthostatic hypotension. It has a role as a serotonergic agonist, a non-narcotic analgesic and a vasoconstrictor agent. It contains a dihydroergotamine.|Dihydroergotamine Mesylate is an ergot derivative with agonistic activity for alpha-adrenergic, serotonergic, and dopaminergic receptors. Dihydroergotamine mesylate most likely relieves migraine headaches by binding to and stimulating the 5-HT1D receptor subtype, thereby causing constriction of cerebral blood vessels. However, it has also been proposed that dihydroergotamine mesylate acts upon 5-HT1D receptors on sensory nerve endings of the trigeminal system, thereby decreasing the release of pro-inflammatory neuropeptide release.|A 9,10alpha-dihydro derivative of ERGOTAMINE. It is used as a vasoconstrictor, specifically for the therapy of MIGRAINE DISORDERS.

Dihydroergotamine mesylate Basic Attributes

679.78

679.267578

228-235-6

81AXN7R2QT

759848

C47491

2939690000

Characteristics

180.96000

2.87050

white powder

230-235 °C

1001.8ºC at 760 mmHg

559.7ºC

-20 ° (C=0.25, JP Method)

methanol: 21 mg/mL

Store at RT

227.4 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

III

6.1(b)

1544

3

20/21/22

36

KE7920000

Xn

P280

H312-H332

|Warning|H312 (88%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P261, P271, P280, P302+P352, P304+P312, P304+P340, P312, P322, P363, and P501|Aggregated GHS information provided by 50 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)|Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)|A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)

Agit

Dihydroergotamine mesylate Use and Manufacturing

Uses

vasoconstrictor, antimigraine

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:679.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:4
Exact Mass:679.26758446
Monoisotopic Mass:679.26758446
Topological Polar Surface Area:181
Heavy Atom Count:48
Complexity:1260
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Not yet clear

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • OLON S.P.A.

    Italy Italy
    Active
  • TAPI NL B.V.

    France France
    Active
  • TAPI CZECH INDUSTRIES S.R.O.

    European Union European Union
    Active

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