Macimorelin
Also known as AEZS-130, JMV 1843, macimorelina
Key facts
What buyers check first
What is Macimorelin?
Plain description, key identifiers and synonyms
Macimorelin is an orally available synthetic mimetic of the growth hormone (GH) secretagogue ghrelin with potential anti-cachexia activity. Upon oral administration, macimorelin mimics endogenous ghrelin by stimulating appetite and binds to the growth hormone secretagogue receptor GHSR in the central nervous system, thereby mimicking the GH-releasing effects of ghrelin from the pituitary gland. Stimulation of GH secretion increases insulin-like growth factor-I (IGF-I) levels which may further stimulate protein synthesis. In addition, ghrelin reduces the production of pro-inflammatory cytokines, which may play a direct role in cancer-related loss of appetite.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-amino-N-[(2R)-1-[[(1R)-1-formamido-2-(1H-indol-3-yl)ethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-2-methylpropanamide
- CAS number
- 381231-18-1
- Molecular formula
- C26H30N6O3
- UNII
- 8680B21W73
- InChIKey
- UJVDJAPJQWZRFR-DHIUTWEWSA-N
- InChI
- InChI=1S/C26H30N6O3/c1-26(2,27)25(35)31-22(11-16-13-28-20-9-5-3-7-18(16)20)24(34)32-23(30-15-33)12-17-14-29-21-10-6-4-8-19(17)21/h3-10,13-15,22-23,28-29H,11-12,27H2,1-2H3,(H,30,33)(H,31,35)(H,32,34)/t22-,23-/m1/s1
- Canonical SMILES
- CC(C)(N)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(Cc1c[nH]c2ccccc12)NC=O
- Isomeric SMILES
- CC(C)(C(=O)N[C@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@H](CC3=CNC4=CC=CC=C43)NC=O)N
Synonyms
- AEZS-130
- JMV 1843
- macimorelina
- macimoreline
- EP 1572
- 2-amino-N-[(2R)-1-[[(1R)-1-formamido-2-(1H-indol-3-yl)ethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-2-methylpropanamide
- Aminoisobutyryl-tryptophyl-tryptophanamine-formyl
- Solorel
- macimorelinum
- (2R)-2-(2-amino-2-methylpropanamido)-3-(1H-indol-3-yl)-N-((1R)-2-(1H-indol-3-yl)-1-formamidoethyl)propanamide
- (2R)-2-(2-amino-2-methylpropanamido)-3-(1H-indol-3-yl)-N-[(1R)-2-(1H-indol-3-yl)-1-formamidoethyl]propanamide
- 2-amino-N-((2R)-1-(((1R)-1-formamido-2-(1H-indol-3-yl)ethyl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-2-methylpropanamide
- 2-Methylalanyl-N-((1R)-1-(formylamino)-2-(1H-indol-3-yl)ethyl)-D-tryptophanamide
- D-Tryptophanamide,2-methylalanyl-N-((1R)-1-(formylamino)-2-(1H-indol-3-yl)ethyl)-
- ARD 07
- Macimorelin (USAN)
- EP 1572, JMV 1843, Macimorelin
- 381231-18-1 (free base)
- Aib-DTrp-DgTrp-CHO
- AEZS130
- 2-amino-N-((R)-1-(((R)-1-formamido-2-(1H-indol-3-yl)ethyl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-2-methylpropanamide
- 2-Amino-N-{(R)-1-[(R)-1-formylamino-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-1H-indol-3-yl-ethyl}-2-methyl-propionamide
- N(sup 2)-(2-amino-2-methylpropanoyl-n1-((1R)-1-formamido-2-(1H-indol-3-yl)ethyl)-d-tryptophanamide
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 | 474.57 g/molcalc.Computed value |
|---|---|
| Exact mass | 474.2379 Dacalc.Computed value |
| LogP (octanol/water) | 1.84calc.Computed value |
| Topological polar surface area | 144.9 Ųcalc.Computed value |
| Hydrogen bond donors | 6calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 10calc.Computed value |
| Heavy atoms | 35calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 4calc.Computed value |
| Fraction sp3 carbons | 0.27calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
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(CCc1c[nH]c2ccccc12)NCCc1c[nH]c2ccccc12](/scaffold/YNRHPPSBUMGLOA-UHFFFAOYSA-N/structure.svg)
Safety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Macimorelin suppliers
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Macimorelin price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Pharmacology
Macimorelin is a Growth Hormone Secretagogue Receptor Agonist. The mechanism of action of macimorelin is as a Growth Hormone Secretagogue Receptor Agonist.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Macimorelin is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for Macimorelin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
Same formula isomers
Different compounds that share this molecular formula
![4-(4-Methyl-1-piperazinyl)-N-[1,4,5,6-tetrahydro-5-(2-methoxy-2-phenylacetyl)pyrrolo[3,4-c]pyrazol-3-yl]benzamide chemical structure, C26H30N6O3, CAS 1044136-93-7](/s/XKFTZKGMDDZMJI-UHFFFAOYSA-N.svg)
![2-Amino-N-[2-(4-methoxyphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-pyrrolo[2,3-b]quinoxaline-3-carboxamide chemical structure, C26H30N6O3, CAS 376614-43-6](/s/FCIANVHXKIXTII-UHFFFAOYSA-N.svg)
![8-{[4-(4-Methoxyphenyl)piperazin-1-yl]methyl}-3-methyl-7-[(4-methylphenyl)methyl]-2,3,6,7-tetrahydro-1H-purine-2,6-dione chemical structure, C26H30N6O3, CAS 862979-47-3](/s/QTFJECQGGXDWPK-UHFFFAOYSA-N.svg)
![1-[4-[(4-Oxo-1,2,3-benzotriazin-3-yl)methyl]benzoyl]-4-piperidin-1-ylpiperidine-4-carboxamide chemical structure, C26H30N6O3, CAS 440330-66-5](/s/PEQWQBDWLCJMFX-UHFFFAOYSA-N.svg)
![2-Butyl-6-(2-(4-(2-methoxyphenyl)piperazin-1-yl)-2-oxoethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one chemical structure, C26H30N6O3, CAS 1030125-93-9](/s/JFOTYSPGQFNKTR-UHFFFAOYSA-N.svg)
Frequently asked questions
Quick answers about Macimorelin, based on the data on this page
What is Macimorelin?
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What is the molecular formula and weight of Macimorelin?
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Guides for buyers
Practical guides that help when you source, ship or handle Macimorelin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
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