U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C17H25NO2.ClH
Molecular Weight 311.847
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMEPERIDINE HYDROCHLORIDE

SMILES

Cl.CCC(=O)O[C@]1(C[C@H](C)N(C)C[C@H]1C)C2=CC=CC=C2

InChI

InChIKey=USGVEUCDHRWIRO-RECIXLKMSA-N
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/t13-,14+,17+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C17H25NO2
Molecular Weight 275.3859
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trimeperidine (promedol) is the earliest and mostly studied opioid analgesic. Trimeperidine stimulates opioid receptors in the central nervous system. Compared with morphine, it has a weaker and shorter analgesic effect, less affects the respiratory, vomiting and vagal centers, does not cause smooth muscle spasm (except for the myometrium), and has a moderate antispasmodic and hypnotic effect. It is used to treat severe pain syndrome, acute left ventricular failure, pulmonary edema, cardiogenic shock, preparation for surgery, childbirth, high fever, post-transfusion complications, poisoning with atropine, barbiturates, barium, gasoline, boric acid, strong acids, carbon monoxide, turpentine, formalin, formalin. It has several side effects. Administration of this substance is associated with the development of life-threatening conditions accompanied by the suppression of respiration center. Analgesic trimeperidine (promedol) was included into the health care kits by various Ministries of the Russian Federation at different times.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Characteristics of anesthesia in children operated on for extrahepatic portal hypertension].
2001 Jan-Feb
[Use of lornoxicam for analgesia in the early postoperative period].
2001 May-Jun
[Combined use of narcotic analgesics and non-steroidal anti-inflammatory drugs in the analgesia of injured patients before hospitalization].
2002 Jul-Aug
[Study of analgesic efficacy of propacetamol in the postoperative period using a double blind placebo controlled method].
2002 Jul-Aug
[Use of analgesics with peripheral action in the system of complex protection of the patient from operative trauma].
2002 Jul-Aug
[Use of epidural analgesia for the arresting of pronounced lumbar pains].
2003 Jul-Aug
[Effect of premedication on the formation of postoperative pain syndrome].
2003 Jul-Aug
[Clinical aspects of using patient-controlled analgesia with nonsteroidal anti-inflammatory agents in postoperative period].
2003 Sep-Oct
[Postoperative analgesia with nonsteroid anti-inflammatory drugs in children].
2004 Jan-Feb
[Method of continuous intravenous postoperative analgesia with promedol in newborn children].
2004 Jan-Feb
[A new method of anaesthesia in laparoscopic cholecystectomy].
2005
[Comparative analysis of antiarrhythmic and proarrhythmogenic effects of drugs for neuroleptanalgesia, ataralgesia, and antidepranalgesia in experimental acute myocardial infarction].
2006 Jul-Aug
[Intraoperative use of Xefocam at laparoscopic cholecystectomy].
2006 Nov-Dec
[Efficacy and safety of lornoxicam in an early postoperative period].
2007
[Current approaches to the analgesia of spontaneous child birth].
2007 Nov-Dec
Half a gram--a thousand lives.
2008 Jun 24
[Analgesic and opioid-sparing effects of intravenous paracetamol in the early period after aortocoronary bypass surgery].
2008 Sep-Oct
[Multimodal approach to postoperative analgesia in patients with neuropathic pain].
2008 Sep-Oct
[Comparison of analgesics using two devices for the patient-controlled analgesia].
2009 Jul-Aug
[Impact of preemptive analgesia on postoperative pain syndrome in laparoscopic surgery].
2009 Nov-Dec
[Anesthetic maintenance during circular face lifting].
2010 Mar-Apr
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 04:40:41 GMT 2023
Edited
by admin
on Sat Dec 16 04:40:41 GMT 2023
Record UNII
U3696V8BXT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMEPERIDINE HYDROCHLORIDE
WHO-DD  
Common Name English
.GAMMA.-PROMEDOL HYDROCHLORIDE [MI]
Common Name English
4-PIPERIDINOL, 1,2,5-TRIMETHYL-4-PHENYL-, PROPANOATE (ESTER), HYDROCHLORIDE, (2.ALPHA.,4.BETA.,5.BETA.)-
Systematic Name English
DIMETHYLMEPERIDINE
Common Name English
PROPIONIC ACID, 1,2,5-TRIMETHYL-4-PHENYL-4-PIPERIDYL ESTER, HYDROCHLORIDE
Common Name English
4-PIPERIDINOL, 1,2,5-TRIMETHYL-4-PHENYL-, 4-PROPANOATE, HYDROCHLORIDE (1:1)
Systematic Name English
ANHYDROUS TRIMEPERIDINE HYDROCHLORIDE
Common Name English
Trimeperidine hydrochloride [WHO-DD]
Common Name English
4-PIPERIDINOL, 1,2,5-TRIMETHYL-4-PHENYL-, PROPANOATE (ESTER), HYDROCHLORIDE
Common Name English
1,2,5-TRIMETHYL-4-PHENYL-4-PIPERIDOL PROPIONATE HYDROCHLORIDE
Systematic Name English
.GAMMA.-PROMEDOL HYDROCHLORIDE
MI  
Common Name English
(±)-TRIMEPERIDINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID90924988
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
PUBCHEM
21117286
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
FDA UNII
U3696V8BXT
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
EVMPD
SUB04968MIG
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
CAS
42325-78-0
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
CAS
125-80-4
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
SMS_ID
100000084645
Created by admin on Sat Dec 16 04:40:41 GMT 2023 , Edited by admin on Sat Dec 16 04:40:41 GMT 2023
PRIMARY
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ACTIVE MOIETY