Chemical substance record

Rivastigmine

123441-03-2C₁₄H₂₂N₂O₂250.342 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A carbamate ester obtained by formal condensation of the carboxy group of ethyl(methyl)carbamic acid with the phenolic OH group of 3-[(1S)-1-(dimethylamino)ethyl]phenol. A reversible cholinesterase inhibitor. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	123441-03-2	ChEBI ↗
Molecular formula	C₁₄H₂₂N₂O₂	ChEBI ↗
Molar mass	250.342 g/mol	ChEBI ↗
Monoisotopic mass	250.16813 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:8874	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	250.34 g/mol	PubChem ↗
Exact mass	250.168127949 Da	PubChem ↗
Computed XLogP	2.3	PubChem ↗
Topological polar surface area (Å²)	32.8	PubChem ↗
H-bond donors	0	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	5	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

rivastigmine

IUPAC name

3-[(1S)-1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate

InChIKey

XSVMFMHYUFZWBK-NSHDSACASA-N

SMILES

CCN(C)C(=O)Oc1cccc([C@H](C)N(C)C)c1

InChI

InChI=1S/C14H22N2O2/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4/h7-11H,6H2,1-5H3/t11-/m0/s1

Names & synonyms

3-[(1S)-1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate

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

Classification & relationships

ChEBI ontology

carbamate esterChEBI parent class · 23003 ↗tertiary amino compoundChEBI parent class · 50996 ↗

ester organic molecular entity

Roles recorded in ChEBI

antidepressantanxiolytic drugantipsychotic agentEC 3.1.1.8 (cholinesterase) inhibitorcholinergic drugantiparkinson drugneuroprotective agent

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

0.00399454 mol

Uses 250.342 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 · 14 atoms

67.17%

O

Oxygen · 2 atoms

12.78%

N

Nitrogen · 2 atoms

11.19%

H

Hydrogen · 22 atoms

8.86%

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

Rivastigmine transdermal patch: role in the management of Alzheimer's disease. ↗The Consultant pharmacist : the journal of the American Society of Consultant Pharmacists · 2008 Aug · PMID 19032006

Rivastigmine for Alzheimer's disease. ↗The Cochrane database of systematic reviews · 2009 Apr 15 · PMID 19370562

DE3805744 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

EP1980552 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

EP2233465 · 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:8874

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

Additional molecular descriptorsNCBI PubChem · CID 77991 · 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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