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45510

Sigma-Aldrich

Ergotamine D-tartrate

≥97.0% (calc. based on dry substance, NT)

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About This Item

Empirical Formula (Hill Notation):
C33H35N5O5 · 0.5C4H6O6
CAS Number:
379-79-3
Molecular Weight:
656.70
Beilstein:
6173437
EC Number:
206-835-9
MDL number:
MFCD08277639
UNSPSC Code:
12352005
PubChem Substance ID:
57650423
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (calc. based on dry substance, NT)

mp

~195 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1C[C@@H](C=C2C1Cc3c[nH]c4cccc2c34)C(=O)N[C@]5(C)O[C@@]6(O)C7CCCN7C(=O)[C@H](Cc8ccccc8)N6C5=O.CN9C[C@@H](C=C%10C9Cc%11c[nH]c%12cccc%10c%11%12)C(=O)N[C@]%13(C)O[C@@]%14(O)C%15CCCN%15C(=O)[C@H](Cc%16ccccc%16)N%14C%13=O

InChI

1S/2C33H35N5O5.C4H6O6/c2*1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;5-1(3(7)8)2(6)4(9)10/h2*3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t2*21-,25-,26+,27+,32-,33+;1-,2-/m111/s1

InChI key

CJMJLDQKTOJACI-BGQAIRJTSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152) , HTR1D(3352)

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General description

Ergotamine D-tartrate is an ergot alkaloid.

Application

Ergotamine D-tartrate has been used as a standard in myograph protocol to study its effect on vasoconstriction of bovine mesenteric vasculature.

Other Notes

Sales restrictions may apply

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311 + H331 - H361

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Repr. 2

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chien C Wang et al.
Analytica chimica acta, 768, 90-95 (2013-03-12)
A new cloud point extraction (CPE) method for ergotamine analysis using fluorimetric detection is described. Ergotamine from an aqueous solution was preconcentrated into a smaller surfactant-rich phase using nonionic surfactant polyoxyethylene(7.5)nonylphenylether (PONPE 7.5). Differently from the conventional CPE procedure in
Santiago Acle et al.
Revista medica de Chile, 139(12), 1597-1600 (2012-03-27)
Ergotism is a complication of the acute intoxication or chronic abuse of ergot derivatives. It may be manifested by a vasomotor syndrome with peripheral vascular disease frequently involving extremities. We report three patients infected with human immunodeficiency virus (HIV), in
Stefan Merkel et al.
Analytical and bioanalytical chemistry, 404(8), 2489-2497 (2012-09-13)
The degradation and epimerization of ergot alkaloids (EAs) in rye flour were investigated after baking cookies and subsequently subjecting them to an in vitro digestion model. Different steps of digestion were analyzed using salivary, gastric, and duodenal juices. The degradation
Christopher J Derry et al.
The Cochrane database of systematic reviews, 2(2), CD009664-CD009664 (2012-02-18)
Migraine is a highly disabling condition for the individual and also has wide-reaching implications for society, healthcare services, and the economy. Sumatriptan is an abortive medication for migraine attacks, belonging to the triptan family. Rectal administration may be preferable to
Interaction of isoflavones and endophyte-infected tall fescue seed extract on vasoactivity of bovine mesenteric vasculature.
Jia Y, et al.
Frontiers in nutrition, 2 (2015)
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