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Screening compounds

Metergoline

Also known as Liserdol, Metergolin, Methergoline

CAS 17692-51-2Formula C25H29N3O2Molar mass 403.53 g/molEC 241-686-3
GHS signal word: Warning. Pictograms: Harmful or irritant 24 suppliers listed
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Metergoline chemical structure, C25H29N3O2, CAS 17692-51-2
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
17692-51-2
Formula
C25H29N3O2
Molar mass
403.53 g/mol
EC number
241-686-3
HS code
293399
Category
Screening compounds

What is Metergoline?

Plain description, key identifiers and synonyms

Metergoline is an ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7. It has a role as a geroprotector, a serotonergic antagonist and a dopamine agonist. It is a carbamate ester and an ergoline alkaloid.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
CAS number
17692-51-2 CAS number cross-checked
EC number
241-686-3
Molecular formula
C25H29N3O2
UNII
1501393LY5
MDL number
MFCD00153829
InChIKey
WZHJKEUHNJHDLS-QTGUNEKASA-N
InChI
InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
Canonical SMILES
CN1CC(CNC(=O)OCc2ccccc2)CC2c3cccc4c3c(cn4C)CC21
Isomeric SMILES
CN1C[C@@H](C[C@H]2[C@H]1CC3=CN(C4=CC=CC2=C34)C)CNC(=O)OCC5=CC=CC=C5

Synonyms

  • Liserdol
  • Metergolin
  • Methergoline
  • Metergolina
  • Metergolinum
  • FI 6337
  • (+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester
  • 1-Methyl-N-carbobenzyloxydihydro-D-lysergamin
  • 1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline
  • 1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline
  • D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline
  • (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester
  • Carbamic acid, (((8beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester
  • benzyl {[(8alpha)-1,6-dimethylergolin-8-yl]methyl}carbamate
  • benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamate
  • benzyl (((8alpha)-1,6-dimethylergolin-8-yl)methyl)carbamate
  • benzyl N-(((6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo(4,3-fg)quinoline-9-yl)methyl)carbamate
  • MCE
  • Metergoline (INN)
  • benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
  • [(8beta)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester
  • Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, benzyl ester
  • Substance 355/255
  • D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester
  • (((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester
Show all 32 synonyms
  • benzyl (((6aR,9S,10aR)-4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-yl)methyl)carbamate
  • AHR 3009
  • Methergoline,
  • D-N-Carbobenzoxydihydro-1-methyllysergamine I
  • Al-Migren,
  • Benzyl 1,6-dimethylergolin-8beta-ylmethylcarbamat
  • D-N-Carboxydihydro-1-methyllysergamine I benzyl ester

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

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

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
403.53 g/molcalc.
Exact mass
403.226 Dacalc.
LogP (octanol/water)
4.06calc.
Topological polar surface area
46.5 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
4calc.
Heavy atoms
30calc.
Rings
5calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.4calc.
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

Murcko scaffold of this chemical, O=C(NCC1CNC2Cc3c[nH]c4cccc(c34)C2C1)OCc1ccccc1

O=C(NCC1CNC2Cc3c[nH]c4cccc(c34)C2C1)OCc1ccccc1

5 rings, 28 atoms.

1 other chemical share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
  • H312Harmful in contact with skin.
  • H332Harmful if inhaled.
Precautionary statements (13)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • 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 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P317Get medical help.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • 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

Metergoline suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 24 suppliers
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Where suppliers are based

24 suppliers in 7 countries

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Metergoline 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

Pharmacological actions

  • Dopamine Agonists
  • Serotonin Antagonists

Roles

  • dopamine agonist
  • dopaminergic agent
  • geroprotector
  • neurotransmitter agent
  • pharmaceutical
  • protective agent
  • serotonergic antagonist
  • serotonergic drug

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

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

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

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

The HS code shown for Metergoline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Metergoline?

Metergoline is an ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7. It has a role as a geroprotector, a serotonergic antagonist and a dopamine agonist.

What is the CAS number of Metergoline?

The CAS registry number of Metergoline is 17692-51-2.

What is the molecular formula and weight of Metergoline?

The molecular formula of Metergoline is C25H29N3O2 and its molar mass is 403.53 g/mol.

What is Metergoline used for?

Known uses and roles of Metergoline include building blocks in research and laboratory, screening compounds in research and laboratory, dopamine agonist, dopaminergic agent, geroprotector and 7 more.

Is Metergoline hazardous?

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

What is the HS code of Metergoline?

Metergoline is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Metergoline?

CompoundList lists 24 suppliers of Metergoline in China, United States, United Kingdom, Hong Kong and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Metergoline?

Suppliers quote Metergoline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

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

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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