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Trimeperidine Hydrochloride

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Chemistry

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Also known as: Promedol hydrochloride, 125-80-4, 4-piperidinol, 1,2,5-trimethyl-4-phenyl-, propanoate (ester), hydrochloride, Promedolum, (1,2,5-trimethyl-4-phenylpiperidin-4-yl) propanoate;hydrochloride, Dea no. 9646

Molecular Formula

C₁₇H₂₆ClNO₂

Molecular Weight

311.8 g/mol

InChI Key

USGVEUCDHRWIRO-UHFFFAOYSA-N

A narcotic analgesic similar to MEPERIDINE; it exists in four stereoisomers, two of which, the beta (isopromedol) and the gamma (trimeperidine) are active.

1 2D Structure

Promedol Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1,2,5-trimethyl-4-phenylpiperidin-4-yl) propanoate;hydrochloride

2.1.2 InChI

InChI=1S/C17H25NO2.ClH/c1-5-16(19)20-17(15-9-7-6-8-10-15)11-14(3)18(4)12-13(17)2;/h6-10,13-14H,5,11-12H2,1-4H3;1H

2.1.3 InChI Key

USGVEUCDHRWIRO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCC(=O)OC1(CC(N(CC1C)C)C)C2=CC=CC=C2.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Isopromedol

2. Promedol

3. Trimeperidine

2.2.2 Depositor-Supplied Synonyms

1. Promedol Hydrochloride

2. 125-80-4

3. 4-piperidinol, 1,2,5-trimethyl-4-phenyl-, Propanoate (ester), Hydrochloride

4. Promedolum

5. (1,2,5-trimethyl-4-phenylpiperidin-4-yl) Propanoate;hydrochloride

6. Dea No. 9646

7. Dtxsid90924988

8. 1,2,5-trimethyl-4-phenyl-4-piperidinol Propanoate (ester), Hydrochloride

9. Ft-0675604

10. 1,2,5-trimethyl-4-phenylpiperidin-4-yl Propanoate--hydrogen Chloride (1/1)

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₆ClNO₂
Molecular Weight	311.8 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	311.1652068 g/mol
Monoisotopic Mass	311.1652068 g/mol
Topological Polar Surface Area	29.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	338
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

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