Chemical substance record

Tasimelteon

609799-22-6C₁₅H₁₉NO₂245.322 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of 1-benzofurans that is propionamide in which one of the amide hydrogens is replaced by a [(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl group. A melatonin receptor agonist used for the treatment of non-24-hour sleep-wake disorder. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	609799-22-6	ChEBI ↗
Molecular formula	C₁₅H₁₉NO₂	ChEBI ↗
Molar mass	245.322 g/mol	ChEBI ↗
Monoisotopic mass	245.14158 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:79042	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	245.32 g/mol	PubChem ↗
Exact mass	245.141578849 Da	PubChem ↗
Computed XLogP	2.2	PubChem ↗
Topological polar surface area (Å²)	38.3	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	4	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

tasimelteon

IUPAC name

N-{[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl}propanamide

InChIKey

PTOIAAWZLUQTIO-GXFFZTMASA-N

SMILES

CCC(=O)NC[C@@H]1C[C@H]1c1cccc2c1CCO2

InChI

InChI=1S/C15H19NO2/c1-2-15(17)16-9-10-8-13(10)11-4-3-5-14-12(11)6-7-18-14/h3-5,10,13H,2,6-9H2,1H3,(H,16,17)/t10-,13+/m0/s1

Names & synonyms

HetliozN-{[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl}propanamidetasimelteonum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

monocarboxylic acid amideChEBI parent class · 29347 ↗1-benzofuransChEBI parent class · 38830 ↗cyclopropanesChEBI parent class · 51454 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

renoprotective agentantidepressantmelatonin receptor agonist

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00407628 mol

Uses 245.322 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 15 atoms

73.44%

O

Oxygen · 2 atoms

13.04%

H

Hydrogen · 19 atoms

7.81%

N

Nitrogen · 1 atom

5.71%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Preclinical pharmacokinetics and metabolism of BMS-214778, a novel melatonin receptor agonist. ↗Journal of pharmaceutical sciences · 2003 Apr · PMID 12661062

Melatonin agonist tasimelteon (VEC-162) for transient insomnia after sleep-time shift: two randomised controlled multicentre trials. ↗Lancet (London, England) · 2009 Feb 7 · PMID 19054552

WO2007137224 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

WO2007137244 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

WO2013173707 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:79042

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 10220503 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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