Remifentanil
| Remifentanil | |
|---|---|
| Salts [] | |
|---|---|
| Remifentanil hydrochloride | |
| Molecular structure via molpic based on CDK |
| Physical properties [] | |
|---|---|
| Molecular mass | 376.4 g/mol [1] |
| Appearance | Oil [1] |
| Melting point | Crystals from methanol + ether. MP: 212-214 °C /Remifentanil hydrochloride/ [1] |
| Solubility | Soluble in methanol, ethyl acetate [1] |
| Predicted LogP | 1.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C20H28N2O5 [1] |
| IUPAC name | methyl 1-(3-methoxy-3-oxopropyl)-4-(N-propanoylanilino)piperidine-4-carboxylate [1] |
| SMILES | CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC(=O)OC)C(=O)OC [1] |
| InChI | InChI=1S/C20H28N2O5/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2/h5-9H,4,10-15H2,1-3H3 [1] |
| InChIKey | ZTVQQQVZCWLTDF-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 1 – 20 minutes |
Remifentanil (also known as Remifentanil, Remifentanyl, ramifentanyl, GI 87084X, Ultiva-, Remifentanilo, IDS-NR-005, 4-carboxy-4-(n-phenylpropionamido)-1-piperidinepropionic acid dimethyl ester, methyl 1-(3-methoxy-3-oxopropyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate or CHEBI:8802) is a opioid substance of the amino acid class.
Chemistry
Salts []
Remifentanil is typically found in the form of its hydrochloride salt.
Stereochemistry []
Remifentanil is a achiral mixture.
Pharmacology
ATC Classification
In the nervous system (N) remifentanil acts as a anesthetic (N01), anesthetics, general (N01A), opioid anesthetic (N01AH) and remifentanil (N01AH06).[1]Metabolism
Subjective effects []
| bonzi / Remifentanil [] | |
|---|---|
Legal status []
- Australia: Remifentanil is a S8 substance.
- Brazil: Remifentanil is a A1 substance.[3]
- Canada: Remifentanil is a Schedule I substance.
- Germany: Remifentanil is a Anlage III substance.
- United Kingdom: Remifentanil is a Class A substance.
- United States: Remifentanil is a Schedule I under the "Controlled Substances Act (CSA)".
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 60815, Remifentanil. Accessed April 16, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/60815
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Remifentanil. UNII: P10582JYYK. Global Substance Registration System. Accessed April 16, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/P10582JYYK
Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed April 16, 2026. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992