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Also known as: Ergotamine tartrate, Ergotamine bitartrate, 379-79-3, Schembl8045, Akos015897172, Ac-14836
Molecular Formula
C37H41N5O11
Molecular Weight
731.7  g/mol
InChI Key
NMTWKEWYQXZGCI-DDLCCZDQSA-N

Ergotamine Tartrate
A vasoconstrictor found in ergot of Central Europe. It is a serotonin agonist that has been used as an oxytocic agent and in the treatment of MIGRAINE DISORDERS.
1 2D Structure

Ergotamine Tartrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6aR,9R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;2,3-dihydroxybutanedioic acid
2.1.2 InChI
InChI=1S/C33H35N5O5.C4H6O6/c1-32(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/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t21-,25-,26+,27+,32-,33+;/m1./s1
2.1.3 InChI Key
NMTWKEWYQXZGCI-DDLCCZDQSA-N
2.1.4 Canonical SMILES
CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CN(C6CC7=CNC8=CC=CC(=C78)C6=C5)C.C(C(C(=O)O)O)(C(=O)O)O
2.1.5 Isomeric SMILES
C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@H]5CN([C@@H]6CC7=CNC8=CC=CC(=C78)C6=C5)C.C(C(C(=O)O)O)(C(=O)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Cornutamine

2. Ergo Kranit

3. Ergo Sanol

4. Ergo-kranit

5. Ergodryl Mono

6. Ergomar

7. Ergostat

8. Ergotamine

9. Ergotamine Tartrate

10. Ergotamine Tartrate (2:1)

11. Ergotaminine

12. Gynergen

13. Lingraine

14. Mono, Ergodryl

15. Tartrate, Ergotamine

2.2.2 Depositor-Supplied Synonyms

1. Ergotamine Tartrate

2. Ergotamine Bitartrate

3. 379-79-3

4. Schembl8045

5. Akos015897172

6. Ac-14836

2.3 Create Date
2007-05-07
3 Chemical and Physical Properties
Molecular Weight 731.7 g/mol
Molecular Formula C37H41N5O11
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Exact Mass731.28025714 g/mol
Monoisotopic Mass731.28025714 g/mol
Topological Polar Surface Area233 Ų
Heavy Atom Count53
Formal Charge0
Complexity1350
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameErgomar
PubMed HealthErgotamine Tartrate (By mouth)
Drug ClassesAntimigraine
Active IngredientErgotamine tartrate
Dosage FormTablet
RouteSublingual
Strength2mg
Market StatusPrescription
CompanyRosedale Therapeutic

2 of 2  
Drug NameErgomar
PubMed HealthErgotamine Tartrate (By mouth)
Drug ClassesAntimigraine
Active IngredientErgotamine tartrate
Dosage FormTablet
RouteSublingual
Strength2mg
Market StatusPrescription
CompanyRosedale Therapeutic

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic alpha-1 Receptor Agonists

Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Agonists.)


Analgesics, Non-Narcotic

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.)


Oxytocics

Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157) (See all compounds classified as Oxytocics.)


Serotonin Receptor Agonists

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)


Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Ergotamines [CS]; Ergotamine Derivative [EPC]

API Reference Price

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07-Apr-2021
04-Oct-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 100MG;1MG

USFDA APPLICATION NUMBER - 84294

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DOSAGE - SUPPOSITORY;RECTAL - 100MG;2MG

USFDA APPLICATION NUMBER - 86557

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