CAS 50-13-5|ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride|哌替啶盐酸盐|meperidine hydrochloride|Meperidine hydrochloride|Pethidine hydrochloride|1-Methyl-4-phenylpiperidine-4-carbox...

General Information

Structure

Molecular Formula

C₁₅H₂₂ClNO₂

Molecular Mass

283.79368

Exact Mass

283.13390663

Charge

InChI

InChI=1S/C15H21NO2.ClH/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13;/h4-8H,3,9-12H2,1-2H3;1H

InChIKey

WCNLCIJMFAJCPX-UHFFFAOYSA-N

Canonic Smiles

CCOC(=O)C1(CCN(CC1)C)c1ccccc1.Cl

Isomeric Smiles

CCOC(=O)C1(CCN(CC1)C)c1ccccc1.Cl

Calculated Properties

JChem

LogD (pH = 7.4)

1.63

LogD (pH = 5.5)

-0.15

Log P

2.46

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.16

Polar Surface Area

29.54

Polarizability

28.22

Molar Refractivity

72.48

LOG S

-1.31

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride

Synonyms

哌替啶盐酸盐Meperidine hydrochloridePethidine hydrochloride1-Methyl-4-phenylpiperidine-4-carboxylic acid ethyl ester hydrochlorideDispadolDolsinAlgilDolestineDolarganDolaren1-Methyl-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester HydrochlorideDolcontralAlodanMialginMeperidine HydrochlorideCentralginAntiduol(+/-)-Pethidine HydrochlorideDolinMefedinaDolosalDemerol HydrochlorideDolantinLidol1-Methyl-4-phenyl-isonipecotic Acid Ethyl Ester HydrochlorideEthyl 1-Methyl-4-phenylpiperidine-4-carboxylate HydrochlorideDolantal1-methyl-4-phenylisonipecotic acid ethyl ester hydrochloridepethidine hydrochloridesauteralgylpethidine chloridemeperidine hydrochloridepethidine hydrochloridemeperidine HClisonipecaine hydrochloride1-methyl-4-carbethoxy-4-phenylpiperidine hydrochloride1-methyl-4-phenyl-4-carboethoxypiperidine hydrochlorideN-methyl-4-phenyl-4-carbethoxypiperidine hydrochloride4-(ethoxycarbonyl)-1-methyl-4-phenylpiperidinium chlorideethyl 1-methyl-4-phenylpiperidyl-4-carboxylate hydrochlorideethyl 1-methyl-4-phenylisonipecotate hydrochloridepethidine HClethyl-1-methyl-4-phenylisonipecotate hydrochloride

IUPAC Traditional name

meperidine hydrochloride

Brand Name

MeperitabDispadolDolarganDolopethinDoloblokPetantinPetantin hydrochlorideMephedinePetidinDolinMeperdolDemerol hydrochlorideDolantinDoloneurineDolantinaOpystanDolarenDolcontralCentralginLydolPiridosalMeperidinaAlodanDemeOperidinePetholanClopedinAntidurolChlorbycyclenSpasmodolinAlgilDolestineLidolSpasmedalDolantal

Names and Identifiers

Registration numbers

EC Number

200-013-3

CAS Number

50-13-5

PubChem SID

24896799162226313332875701

MDL Number

MFCD00058210

PubChem CID

5750

PubMed Citation Links

15862689236658833025641727696551215389992430440421779290

KEGG DRUG Database

D01383

SureChEMBL Database

SCHEMBL41046

ACToR Database

55989-09-850-13-52793-00-2

CHEMBL

CHEMBL1701

CHEBI ID

CHEBI:31984

BRENDA Database

7.1.1.2

Registration numbers

Properties

Safety Information

USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

Acute toxicity (oral, dermal, inhalation), categories 1,2,3

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

M3142

Biochem/physiol Actions
Phenylpiperidine analgesic; sedative; μ opioid receptor agonist with greater κ opioid receptor agonist activity than morphine.

TRC

M223900

Analgesic; sedative; anesthetic.Controlled substance (opiate).

ChEBI

CHEBI:31984

The hydrochloride salt of pethidine. An analgesic used for the treatment of postoperative and labour pain.

Molecule Details

References

PubChem Literature

From Data Sources

• Hoecker, J., et al.: Anesthesiol., 109, 95 (2008)

• DeRossi, R., et al.: Vet. J., 178, 294 (2008)

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2008)

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties

• RDKit

• JChem

Data Source

• Commercial Catalog

• Academic Data

Names and Identifiers

• IUPAC name

• Synonyms

• IUPAC Traditional name

• Brand Name

Registration numbers

• EC Number

• CAS Number

• PubChem SID

• MDL Number

• PubChem CID

• PubMed Citation Links

• KEGG DRUG Database

• SureChEMBL Database

• ACToR Database

• CHEMBL

• CHEBI ID

• BRENDA Database

Registration numbers

Properties

• Safety Information

• Product Information

Related Proteins

Molecular Spectra

Molecule Details

• Sigma Aldrich

• TRC

• ChEBI

References

• PubChem Literature

• From Data Sources

Bioactivity

• PubChem BioAssay

Commercial Catalog

MDL Number

KEGG DRUG Database

SureChEMBL Database

CHEBI ID

BRENDA Database

M3142

Biochem/physiol Actions
Phenylpiperidine analgesic; sedative; μ opioid receptor agonist with greater κ opioid receptor agonist activity than morphine.

TRC

M223900

Analgesic; sedative; anesthetic.Controlled substance (opiate).

ChEBI

CHEBI:31984

The hydrochloride salt of pethidine. An analgesic used for the treatment of postoperative and labour pain.

From Data Sources

• Hoecker, J., et al.: Anesthesiol., 109, 95 (2008)

• DeRossi, R., et al.: Vet. J., 178, 294 (2008)

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2008)

IUPAC name

ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride

Synonyms

IUPAC Traditional name

meperidine hydrochloride

Brand Name

Safety Information

USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

Acute toxicity (oral, dermal, inhalation), categories 1,2,3

Personal Protective Equipment

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Safety Statements

26-36/37/39-45

UN Number

2811

Hazard Class

6.1

Packing Group

RID/ADR

UN 2811 6.1/PG 3

GHS Precautionary statements

P301+P310

Risk Statements

GHS Signal Word

Danger

RTECS

NS5950000

GHS Hazard statements

H301

European Hazard Symbols

Toxic (T)

German water hazard class

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Molecule

ID:132036