Ergometrine (CAS 60-79-7): price, suppliers and safety

What is Ergometrine?

Plain description, key identifiers and synonyms

Ergometrine is a monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced. It has a role as a toxin, a diagnostic agent, an oxytocic and a fungal metabolite. It is a primary alcohol, an ergot alkaloid, a monocarboxylic acid amide, an organic heterotetracyclic compound, a secondary amino compound and a tertiary amino compound. It derives from a hydride of an ergoline.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name: (6aR,9R)-N-[(2S)-1-hydroxypropan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
CAS number: 60-79-7 CAS number cross-checked
EC number: 200-485-0
Molecular formula: C₁₉H₂₃N₃O₂
UNII: WH41D8433D
InChIKey: WVVSZNPYNCNODU-XTQGRXLLSA-N
InChI: InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
Canonical SMILES: CC(CO)NC(=O)C1C=C2c3cccc4[nH]cc(c34)CC2N(C)C1
Isomeric SMILES: C[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C

Synonyms

Ergonovine
Ergobasine
Ergotocine
Ergostetrine
Margonovine
Ergoklinine
Ergometrin
Ergometrina
Secacornin
Ergometrinum
Secometrin
D-Lysergic acid-L-propanolamide
Lysergic acid propanolamide
D-Lysergic acid 1-hydroxymethylethylamide
N-(alpha-(Hydroxymethyl)ethyl)-D-lysergamide
L-Lysergic-L(beta-hydroxyisopropylamide)
N-(1-(Hydroxymethyl)ethyl)-D-lysergamide
N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide
9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide
9,10-Didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide
(6aR,9R)-N-[(2S)-1-hydroxypropan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide
[8beta(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide
Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-
(6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide

Show all 36 synonyms

(8beta(S))-9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide
(4R,7R)-N-((2S)-1-hydroxypropan-2-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.0^(2,7).0^(12,16))hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
(4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
(6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo(4,3-fg)quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide
(6aR,9R)-N-((2S)-1-hydroxypropan-2-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide
(4R,7R)-N-((2S)-1-hydroxypropan-2-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
Ergobasin
Ergotrate
Ergometrine (INN)
(6aR,9R)-N-((S)-1-hydroxypropan-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance	Plates or needlesexp.
Melting point	162 °Cexp.
Solubility	Freely soluble in lower alcohols, ethyl acetate, acetone, more soluble in water than other principal alkaloids of ergot, slightly soluble in chloroformexp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight	325.41 g/molcalc.
Exact mass	325.179 Dacalc.
LogP (octanol/water)	1.53calc.
Topological polar surface area	68.36 Å²calc.
Hydrogen bond donors	3calc.
Hydrogen bond acceptors	3calc.
Rotatable bonds	3calc.
Heavy atoms	24calc.
Rings	4calc.
Aromatic rings	2calc.
Fraction sp3 carbons	0.42calc.
Formal charge	0calc.
Stereocentres	3calc.
Lipinski rule of five	Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

C1=C2c3cccc4[nH]cc(c34)CC2NCC1

4 rings, 16 atoms, the 9,10-Ergolene ring system.

145 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word

Danger

Acute toxicity (severe)

Hazard statements

H301Toxic if swallowed.
H311Toxic in contact with skin.
H331Toxic if inhaled.

Precautionary statements (16)

P261Avoid breathing dust, fume, gas, mist, vapours or spray.
P262Do not get in eyes, on skin, or on clothing.
P264Wash skin thoroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves, protective clothing, eye protection and face protection.
P301 + P316If swallowed: Get emergency medical help immediately.
P302 + P352If on skin: Wash with plenty of water.
P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
P316Get emergency medical help immediately.
P321Specific treatment (see supplemental first aid instructions on the label).
P330Rinse mouth.
P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
P403 + P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Ergometrine suppliers

Controlled substance, listings of documented suppliers only, in the documented ranking

Drug precursor

Ergometrine is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.

Licensed buyers only, every enquiry is reviewed by our compliance team.

Reference: UN Convention against Illicit Traffic 1988 Table I, India NDPS controlled substance, HS 2022 subheading 2939.61 (ergometrine)

Our policy on controlled substances

No documented supplier lists it yet

Licensed buyers can post a request for Ergometrine with their licence. Our compliance team reviews it before suppliers see it.

Request as a licensed buyer

Ergometrine price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Veterinary medication:.

Use classes: Pharmaceuticals.

Pharmacological actions

Oxytocics

Roles

diagnostic agent
eukaryotic metabolite
fungal metabolite
metabolite
oxytocic
pharmaceutical
poison
toxin

How it is made

Ergonovine alkaloid ... is prepared synthetically from isolysergic acid obtained by alkaline hydrolysis of ergot alkaloids. One of the methods of synthesis involves the following steps: (1) conversion of the acid to its methyl ester by reaction with diazomethane, (2) hydrazinolysis of the ester to lysergic acid hydrazide, (3) condensation of the hydrazide with nitrous acid to form the azide, (4) metathesis of the azide with D-2-amino-1-propanol to form the amide, and (5) isomerization of the amide to the normal form by treatment with acetic or phosphoric acid.

May be prepared from the natural

Regulatory status

Inventories, regulations and trade controls that list this substance

Drug precursor

Ergometrine is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.

Licensed buyers only, every enquiry is reviewed by our compliance team.

Reference: UN Convention against Illicit Traffic 1988 Table I, India NDPS controlled substance, HS 2022 subheading 2939.61 (ergometrine)

Our policy on controlled substances

Controls

US DEA controlled substance or listed chemical
Drug precursor (UN 1988 Convention)

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Ergometrine is traded under.

HS 2939.61Exact HS code

Ergometrine (INN) and its salts

World exports in 2024

$798K

−41.8% vs 2023, imports $778K

2019 to 2024

Top exporters

Top importers

Egypt49.9%
Switzerland * partner reported11.5%
Germany10.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Ergometrine is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.

Parent and salt forms, stereoisomers, similar structures and isomers

Salt and hydrate forms

Records that share this compound as their parent

Ergonovine maleate chemical structure, C23H27N3O6, CAS 129-51-1

Ergonovine maleate129-51-1C₂₃H₂₇N₃O₆

Ergonovine tartrate chemical structure, C42H52N6O10, CAS 129-50-0

Ergonovine tartrate129-50-0C₄₂H₅₂N₆O₁₀

Ergonovine hydrochloride chemical structure, C19H24ClN3O2, CAS 6034-13-5

Ergonovine hydrochloride6034-13-5C₁₉H₂₄ClN₃O₂

But-2-enedioic acid--N-(1-hydroxypropan-2-yl)-6-methyl-9,10-didehydroergoline-8-carboximidic acid (1/1) chemical structure, C23H27N3O6, CAS 6815-20-9

But-2-enedioic acid--N-(1-hydroxypropan-2-yl)-6-methyl-9,10-didehydroergoline-8-carboximidic acid (1/1)6815-20-9C₂₃H₂₇N₃O₆

Stereoisomers and isotopic forms

Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)

Ergometrinine chemical structure, C19H23N3O2, CAS 479-00-5

Ergometrinine479-00-5C₁₉H₂₃N₃O₂

Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl- chemical structure, C19H23N3O2, CAS 10238-36-5

Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-10238-36-5C₁₉H₂₃N₃O₂

Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-, (8beta)- chemical structure, C19H23N3O2, CAS 50485-10-4

Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-, (8beta)-50485-10-4C₁₉H₂₃N₃O₂

Similar structures

Nearest neighbours by Morgan fingerprint Tanimoto similarity

Methylergometrine chemical structure, C20H25N3O2, CAS 113-42-8

Methergine chemical structure, C24H29N3O6, CAS 57432-61-8

Methyl lysergate chemical structure, C17H18N2O2, CAS 4579-64-0

Lysergic acid chemical structure, C16H16N2O2, CAS 82-58-6

69% similar

Lysergic acid82-58-6C₁₆H₁₆N₂O₂

Lysergic acid methylisopropylamide chemical structure, C20H25N3O, CAS 100768-08-9

(+)-Lysergic acid diethylamide chemical structure, C20H25N3O, CAS 50-37-3

(6aR,9S)-N,N-Diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide chemical structure, C20H25N3O, CAS 2126-78-5

LSD-Pip chemical structure, C21H25N3O, CAS 50485-23-9

63% similar

LSD-Pip50485-23-9C₂₁H₂₅N₃O1 supplier

Lysergic acid methylpropylamide chemical structure, C20H25N3O, CAS 40158-98-3

Same formula isomers

Different compounds that share this molecular formula

All isomers

1-Methyl-3-(1-methyl-1H-indol-3-yl)-4-(pentylamino)-1H-pyrrole-2,5-dione chemical structure, C19H23N3O2, CAS 861891-50-1

1-Methyl-3-(1-methyl-1H-indol-3-yl)-4-(pentylamino)-1H-pyrrole-2,5-dione861891-50-1C₁₉H₂₃N₃O₂

N-(4-Methoxyphenyl)-2-(4-phenyl-1-piperazinyl)acetamide chemical structure, C19H23N3O2, CAS 191598-99-9

N-(4-Methoxyphenyl)-2-(4-phenyl-1-piperazinyl)acetamide191598-99-9C₁₉H₂₃N₃O₂

2-{(1E)-N-[4-(2-Methoxyphenyl)piperazin-1-yl]ethanimidoyl}phenol chemical structure, C19H23N3O2, CAS 315216-77-4

2-{(1E)-N-[4-(2-Methoxyphenyl)piperazin-1-yl]ethanimidoyl}phenol315216-77-4C₁₉H₂₃N₃O₂

Propyl red chemical structure, C19H23N3O2, CAS 2641-01-2

Propyl red2641-01-2C₁₉H₂₃N₃O₂1 supplier

4-Phenoxy-1-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone chemical structure, C19H23N3O2, CAS 694452-18-1

4-Phenoxy-1-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone694452-18-1C₁₉H₂₃N₃O₂

Acetamide, N-[3-[[4-(diethylamino)-2-methylphenyl]imino]-6-oxo-1,4-cyclohexadien-1-yl]- chemical structure, C19H23N3O2, CAS 96141-86-5

Acetamide, N-[3-[[4-(diethylamino)-2-methylphenyl]imino]-6-oxo-1,4-cyclohexadien-1-yl]-96141-86-5C₁₉H₂₃N₃O₂

Preechinulin chemical structure, C19H23N3O2, CAS 21008-43-5

Preechinulin21008-43-5C₁₉H₂₃N₃O₂

Benzydamine N-oxide chemical structure, C19H23N3O2, CAS 36504-71-9

Benzydamine N-oxide36504-71-9C₁₉H₂₃N₃O₂1 supplier

N-[5-(5,6,7,8-Tetrahydronaphthalen-2-yl)-1,3,4-oxadiazol-2-yl]cyclohexanecarboxamide chemical structure, C19H23N3O2, CAS 851095-82-4

N-[5-(5,6,7,8-Tetrahydronaphthalen-2-yl)-1,3,4-oxadiazol-2-yl]cyclohexanecarboxamide851095-82-4C₁₉H₂₃N₃O₂

N1-(2-aminophenyl)-N7-phenylheptanediamide chemical structure, C19H23N3O2, CAS 537034-15-4

N1-(2-aminophenyl)-N7-phenylheptanediamide537034-15-4C₁₉H₂₃N₃O₂1 supplier

(+)-(R)-4-[3,4-Dioxo-2-(1,2,2-trimethyl-propylamino)-cyclobut-1-enylamino]-3-ethylbenzonitrile chemical structure, C19H23N3O2, CAS 177476-74-3

(+)-(R)-4-[3,4-Dioxo-2-(1,2,2-trimethyl-propylamino)-cyclobut-1-enylamino]-3-ethylbenzonitrile177476-74-3C₁₉H₂₃N₃O₂

2-Nitroimipramine chemical structure, C19H23N3O2, CAS 77533-92-7

2-Nitroimipramine77533-92-7C₁₉H₂₃N₃O₂

Frequently asked questions

Quick answers about Ergometrine, based on the data on this page

What is Ergometrine?

Ergometrine is a monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration).

What is the CAS number of Ergometrine?

The CAS registry number of Ergometrine is 60-79-7.

What is the molecular formula and weight of Ergometrine?

The molecular formula of Ergometrine is C19H23N3O2 and its molar mass is 325.41 g/mol.

What is Ergometrine used for?

Veterinary medication:. Use classes: Pharmaceuticals.

Is Ergometrine hazardous?

Ergometrine carries the GHS signal word "Danger". Main hazards: toxic if swallowed, toxic in contact with skin, toxic if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Ergometrine?

Ergometrine is usually classified under HS code 293961 (Ergometrine (INN) and its salts). This is indicative, confirm it with your customs broker before shipping.

Can I buy Ergometrine on CompoundList?

Ergometrine is a controlled substance. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed by our compliance team before suppliers see it.

Guides for buyers

Practical guides that help when you source, ship or handle Ergometrine

Key facts

What is Ergometrine?

Identifiers

Synonyms

Physical and chemical properties

Physical and chemical properties

Computed descriptors

Murcko scaffold

Safety and hazards

Hazard statements

Ergometrine suppliers

Ergometrine price

Uses and applications

Pharmacological actions

Roles

How it is made

Regulatory status

Controls

HS code and trade data

Global trade

Related chemicals

Salt and hydrate forms

Stereoisomers and isotopic forms

Similar structures

Same formula isomers

Frequently asked questions

What is Ergometrine?

What is the CAS number of Ergometrine?

What is the molecular formula and weight of Ergometrine?

What is Ergometrine used for?

Is Ergometrine hazardous?

What is the HS code of Ergometrine?

Can I buy Ergometrine on CompoundList?

Guides for buyers

Request as a licensed buyer