ChemicalBook CAS DataBase List 6190-39-2

6190-39-2

Name	DIHYDROERGOTAMINE MESYLATE
CAS	6190-39-2
EINECS(EC#)	228-235-6
Molecular Formula	C34H41N5O8S
MDL Number	MFCD00058615
Molecular Weight	679.78
MOL File	6190-39-2.mol

Synonyms

9,10-DIHYDRO-12'-HYDROXY-2'-METHYL-5'-(PHENYLMETHYL)ERGOTAMAN-3',6',18-TRIONE MESYLATE DIHYDROERGOTAMINE MESYLATE DIHYDROERGOTAMINE METHANESULFONATE DIHYDROERGOTAMINE METHANESULFONATE SALT 5'-Benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman 9,10-Dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trionemonomethanesulfonate 9,10-dihydroergotaminemesylate 9,10-dihydro-ergotaminmonomethanesulfonate(salt) Agit Angionorm D.H.E. 45 Dergotamine DET MS detms dhe45 DHE-45 Diergo Dihydergot Dihydroergotamine monomethanesulfonate dihydroergotaminemesilate

Chemical Properties

Melting point	232°C
refractive index	-20 ° (C=0.25, JP Method)
storage temp.	Store at RT
solubility	methanol: 21 mg/mL
form	powder
color	white
Merck	3174
Stability:	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
Major Application	pharmaceutical (small molecule)
InChIKey	ADYPXRFPBQGGAH-WVVAGBSPSA-N
SMILES	CS(O)(=O)=O.[H][C@@]12Cc3c[nH]c4cccc(C1C[C@H](CN2C)C(=O)N[C@]5(C)O[C@]6(O)N([C@@H](Cc7ccccc7)C(=O)N8CCC[C@@]68[H])C5=O)c34
CAS DataBase Reference	6190-39-2(CAS DataBase Reference)

Safety Data

Hazard Codes	Xn
Risk Statements	R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . less more
Safety Statements	S36:Wear suitable protective clothing . less more
RIDADR	1544
WGK Germany	3
RTECS	KE7920000
HazardClass	6.1(b)
PackingGroup	III
HS Code	2939690000
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation

Hazard Information

Description

Dihydroergotamine mesylate (6190-39-2) is a full agonist at serotonin 5HT1B and 5HT1D receptors, IC50= 2 and 2.2 nM respectively1 and also at 5HT1A and 5HT1F receptors2. One of the oldest agents for treatment of migraine.3 Also acts as a potent vasoconstrictor and alpha-adrenergic antagonist.4

Chemical Properties

White to Off-White Solid

Uses

Agonist at vascular serotonin receptors; partial agonist at alpha-adrenergic and dopamine D2 receptors

Uses

vasoconstrictor, antimigraine

Uses

α-Androgenic blocker with selective venoconstrictor properties. Also binds to serotonin 5HT1-receptors. Antimigraine.

Definition

ChEBI: 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 hypotens on.

Brand name

D.H.E. 45 (Valeant); Migranal (Valeant) .

Biological Activity

Partial α -adrenergic agonist. Partial D 2 dopaminergic receptor agonist. Competitive 5-HT antagonist.

storage

Room temperature

References

Lesage et al. (1998), Agnostic properties of alniditan, sumatriptan and dihydroergotamine on human 5-HT1B and 5-HT1D receptors expressed in various mammalian cell lines; J. Pharmacol., 123 1655 Silberstein (1997), The pharmacology of ergotamine and dihydroergotamine; Headache, 37 Suppl 1 S15 Silberstein and McCrory (2003), Ergotamine and dihydroergotamine: history, pharmacology, and efficacy; Headache, 43 144 Lipton (1997), Ergotamine tartrate and dihydroergotamine mesylate: safety profiles; Headache, 37 Suppl.1 S33

Spectrum Detail

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