ChemicalBook > Product Catalog >API >Antipyretic analgesics >Antimigraine Drugs >ERGOTAMINE TARTRATE

ERGOTAMINE TARTRATE

ERGOTAMINE TARTRATE Basic information
Product Name:ERGOTAMINE TARTRATE
Synonyms:(5α)-12'-Hydroxy-2'-Methyl-5'-(phenylMethyl)-ergotaMan-3',6',18-trione (2R,3R)-2,3-Dihydroxybutanedioate;ergotaMine tertrate dihydrate;L-Ascorbic acid,L-Threoascorbic acid, Antiscorbutic factor, VitaminC;ERGOTAMINE TARTRATE (ERGOT ALKALOIDW/BRO AD RANGE OF PHYS;ERGOTAMIN D-TARTRAT 97%;Ergotamine Tartrate (150 mg) (List Chemical);-,[theta-(theta,theta)]-2,3-dihydroxybutanedioate(2:1)(salt);6’,18-trione,12’-hydroxy-2’-methyl-5’-(phenylmethyl)-ergotaman-3(5’alpha)
CAS:379-79-3
MF:C70H76N10O16
MW:1313.41
EINECS:206-835-9
Product Categories:Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;API;DEMADEX
Mol File:379-79-3.mol
ERGOTAMINE TARTRATE Structure
ERGOTAMINE TARTRATE Chemical Properties
Melting point ~195 °C (dec.)(lit.)
alpha D25 -125 to -155° (c = 0.4 in chloroform)
storage temp. 2-8°C
Merck 13,3696
BRN 6173437
CAS DataBase Reference379-79-3(CAS DataBase Reference)
EPA Substance Registry SystemErgotamine tartrate (379-79-3)
Safety Information
Hazard Codes T
Risk Statements 23/24/25-62-63
Safety Statements 36/37-45
RIDADR UN 1544 6.1/PG 1
WGK Germany 3
RTECS KE8225000
3-8-10
HazardClass 6.1(b)
PackingGroup III
HS Code 29396200
MSDS Information
ERGOTAMINE TARTRATE Usage And Synthesis
DescriptionErgotamine and ergometrine belong to two kinds of ergot alkaloids. Ergot (Claviceps purpurea, 麦角) is the sclerotium of ergot fungus that grows in the rye and related cereal and forage plants. The ergot is grown in the northeast and north China and Xinjiang, Jiangsu, Zhejiang, Sichuan, and other places. At present, the method of growth of ergot is inoculation cultivation.
Traditional Chinese medicine believes that ergot is tasteless, tepid, toxic, liver meridian, and kidney meridian. The traditional usage of ergot is oral administration of extractum, 2–4 ml each time, daily amount of 6–8 ml. Its dosage forms also contain infusion, pills, injection, etc. Pharmacology of Chinese Medicine records ergot can be used for uterine contraction, uterine bleeding, and postpartum hemorrhage after delivery, incomplete recovery of uterus, retrogression, etc. The Plateau Chinese herbal medicine treatment manual records that ergot can cure migraine.
Chemical PropertiesWhite Solid
Chemical PropertiesErgotamine tartrate is a crystalline solid.
Physical propertiesAppearance: White or slightly yellow fine crystalline powder with slight hygroscopicity. Solubility: Slightly soluble in water and ethanol, insoluble in ether and chloroform.
HistoryAs a kind of traditional Chinese medicine, ergot was originally used for hemostasis and involution of uterus by stimulating the uterine muscle powerfully and persistently. After the modernization the traditional Chinese medicine was putting forward, by making several kinds of wild ergot into extractum, we found that all of them can promote the contraction of the rabbit uterus in vivo and in vitro. In isolated rabbit uterus, the effect of ergot on postpartum uterus and pregnant uterus was stronger than nonpregnant uterus. Among a variety of active ingredients in the ergot, ergonovine has the strongest effect on uterine, followed by ergotamine. Seventeen of the 131 strains of ergot derived from the host plants of our country are able to produce ergot alkaloids in wheat culture medium. Among the strains, Claviceps microcephala Ce-3 produces the most ergonovine. Therefore, it became the main bacteria used in the process of industrialization. The study suggested that ergotamine or ergot can block the a-adrenergic receptor, so that the pressor effect of adrenaline was reversed. They do not prevent the release of sympathetic mediators. It showed that the effect of ergotamine is similar to norepinephrine on the hypogastric nerve of guinea pig in vitro. Low dose of ergot can stimulate the brain (slow heart rate, breathing, convulsions, etc.) whereas high dose can cause deaths due to the delayed paralysis. In addition, it can enhance the sedative and hypnotic effects of barbiturates, morphine, and methadone.
Usesdiuretic, inhibits Na/K/2Cl carrier system
UsesAntimigraine.
IndicationsErgometrine maleate is used in the form of extract tumor injection. As a uterotonic, ergometrine maleate is mainly used for the prevention and treatment of uterine bleeding caused by weak or poor uterine contraction after delivery or abortion, as well as the incomplete recovery of postpartum uterus to accelerate the recovery of uterus.
Ergotamine tartrate is used for the treatment of migraine in the form of tablet and parenteral solution. It also can be used for other neurogenic headache as well.
Brand nameErgomar (Harvest);Ergostat (Parke-Davis); Wigrettes (Organon).
General DescriptionPowder or liquid forms available as drugs. Used in obstetrics and in the treatment of migraine headaches.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileERGOTAMINE TARTRATE is sensitive to prolonged exposure to heat and light. . When heated to decomposition, ERGOTAMINE TARTRATE emits toxic fumes of nitrogen oxides. Protect from light and heat [EPA, 1998].
Health HazardHigh oral toxicity and a convulsant in humans.People with liver damage are at a greater risk.
Fire HazardWhen heated to decomposition, ERGOTAMINE TARTRATE emits toxic fumes of nitrogen oxides. Protect from light and heat
Pharmacology1. The effect of uterus excitation
The effect of ergot on the uterine muscle is similar to the posterior pituitary preparation, which directly acts on the uterine muscle with more powerful and lasting effects. The pregnant uterus is more sensitive to ergot. Low dose of ergot has significant effects on the uterus of labor and new postpartum with severely tetanic contraction. The extracts from several kinds of wild ergot can promote the contraction and increase the tension of uterus in rabbit in vivo and in vitro . Among a variety of active ingredients in the ergot, ergonovine has the strongest effect on uterus, followed by ergotamine.
2. The effects on cardiovascular
In the isolated vascular experiment, ergotamine can cause the contraction of peripheral vascular smooth muscle and hypertension due to vasoconstriction and boost and eventually produce compensatory bradycardia. Ergot has less effect on the heart than blood vessels, but when the heart rate drops to a certain extent, it can enhance the cardiac contractility. High dose of ergotamine can damage vascular endothelial cells (the mechanism is unknown), leading to gangrene. Ergotine has the strongest effect on blood vessels, and ergometrine hardly affects blood pressure and damages to vascular endothelial cells. Ergotine can cause vasoconstriction and decrease the arterial pulse amplitude, which may be related to the therapeutic effect on migraine.
3. The effects on the nervous system
Ergotamine or ergot can block the a-adrenergic receptor and reverse the pressor effect of adrenaline without preventing the release of sympathetic neurotransmitters. Low dose of ergot stimulates the brain (slow down heart rate, breathing, convulsions, etc.), whereas high dose causes deaths due to the delayed paralysis. Ergotamine enhances the sedative and hypnotic effects of barbiturates, morphine, and methadone.
Clinical UseErgonovine maleate is mainly used for the prevention and treatment of the weak uterine contraction or poor contraction caused by uterine bleeding after delivery or abortion. It is also used for incomplete recovery of postpartum uterus to accelerate the recovery of the uterus.
Ergotamine tartrate is mainly used for the treatment of migraine by relieving the symptoms. However, it is only suitable for short-term usage of headache attacks, normally does not prevent migraine. The combination of ergotamine tartrate and caffeine is better than single oral administration with the mild side effects. It also can be used for other neurogenic headaches.
Safety ProfilePoison by ingestion, intravenous, and subcutaneous routes. An experimental teratogen. Human systemic effects by ingestion: hallucinations, dstorted perceptions, convulsions, nausea or vomiting, blood pressure elevation. Experimental reproductive effects. Human mutation data reported. Used in production of drugs of abuse. When heated to decomposition it emits toxic fumes of NOx. See also ERGOT.
Potential Exposure(Toxicity evaluation); Suspected reprotoxic hazard, Suspected of causing genetic defects. The major uses of the ergot alkaloids fall into two categories: applications in obstetrics and treatment of migraine headaches. May be used in the production of “street” drugs
ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required
Purification MethodsIt crystallises from MeOH. [Beilstein 25 III/IV 964.]
IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, light, and heat
ERGOTAMINE TARTRATE Preparation Products And Raw materials
Tag:ERGOTAMINE TARTRATE(379-79-3) Related Product Information
ergotamine ERGOTAMINE TARTRATE GüG WHO(CRM STANDARD) ERGOTAMINE TARTRATE - * DRUG PRECURSOR CELLULOSE ACETATE, ERGOTAMINE TARTRATE& CAFFEINE ANHYDROUS ERGOTAMINE TARTRATE ASSAY STANDARD CONTROLLED SUBSTANCE GüG BP(CRM STANDARD) Ergotamine Tartrate USP,BP,Eur,Ph,DAB,Jp Ergotamine tartrate·anhydrous caffeine ERGOTAMINE TARTRATE GüG USP(CRM STANDARD) ERGOTAMINE TARTRATE GüG EPE(CRM STANDARD)