379-79-3 Usage
Description
Ergotamine tartrate is a crystalline solid derived from ergot, a sclerotium of the ergot fungus (Claviceps purpurea) that grows on rye and related cereal and forage plants. It is available in powder or liquid forms and is used in various medical applications due to its pharmacological properties.
Uses
Used in Obstetrics:
Ergotamine tartrate is used as a uterotonic agent for promoting uterine contraction, managing uterine bleeding, and preventing postpartum hemorrhage after delivery. It is also used to treat incomplete recovery of the uterus and uterine retrogression.
Used in Antimigraine Treatment:
Ergotamine tartrate is used as an antimigraine drug for the treatment of migraine headaches, providing relief from the severe pain and discomfort associated with migraines.
Used as a Diuretic:
Ergotamine tartrate is used as a diuretic to increase urine output, functioning by inhibiting the Na/K/2Cl carrier system in the kidneys.
Physical Properties:
Ergotamine tartrate appears as a white or slightly yellow fine crystalline powder with slight hygroscopicity. It is slightly soluble in water and ethanol but is insoluble in ether and chloroform.
History
As 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.
Indications
Ergometrine 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.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
ERGOTAMINE 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 Hazard
High oral toxicity and a convulsant in humans.People with liver damage are at a greater risk.
Fire Hazard
When heated to decomposition, ERGOTAMINE TARTRATE emits toxic fumes of nitrogen oxides. Protect from light and heat
Pharmacology
1. The effect of uterus excitationThe 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 cardiovascularIn 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 systemErgotamine 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 Use
Ergonovine 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 Profile
Poison 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
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required
Purification Methods
It crystallises from MeOH. [Beilstein 25 III/IV 964.]
Incompatibilities
Incompatible 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
Check Digit Verification of cas no
The CAS Registry Mumber 379-79-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,7 and 9 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 379-79:
(5*3)+(4*7)+(3*9)+(2*7)+(1*9)=93
93 % 10 = 3
So 379-79-3 is a valid CAS Registry Number.
InChI:InChI=1/2C33H35N5O5.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)/p-1/t2*21-,25-,26+,27+,32-,33+;1-,2-/m111/s1
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