(+-)-Trimeprazine

4.6

4.71

CRYSTALS; SOL IN WATER; SLIGHTLY SOL IN ALCOHOL /TARTRATE/

WHITE TO OFF-WHITE CRYSTALLINE POWDER; FREELY SOL IN CHLOROFORM; VERY SLIGHTLY SOL IN ETHER & BENZENE /TARTRATE/

8.35e-03 g/L

150-175 °C at 3.00E-01 mm Hg

150-175 °C @ 0.3 MM HG

68 °C

68 °C

9.11

8.5

9.05

166.8 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

166.59 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P273, P280, P301+P316, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

...MARKEDLY ENHANCES RESPIRATORY DEPRESSION PRODUCED BY MEPERIDINE. ENHANCEMENT OF EFFECTS OF VARIETY OF DRUGS, PARTICULARLY CNS DEPRESSANTS, IS NOT DUE TO INHIBITION OF HEPATIC MICROSOMAL ENZYMES. IN FACT, PHENOTHIAZINES PROMOTE INDUCTION OF THESE ENZYMES. /PHENOTHIAZINES/

MAY INCR TOXICITY OF ORGANOPHOSPHORUS OR OTHER ACETYLCHOLINESTERASE INHIBITORS & PROCAINE. DO NOT USE EPINEPHRINE TO COMBAT ITS HYPOTENSIVE OR DEPRESSANT EFFECTS AS IT POTENTIATES THEM.

POSSIBILITY OF SEVERE HYPOTHERMIA...IN PATIENTS RECEIVING /CONCOMITANT/ ANTIPYRETIC THERAPY...ADDITIVE WITH, OR MAY POTENTIATE, ACTION OF CNS DEPRESSANTS...ATROPINE, HYPOTENSIVE AGENTS, NARCOTICS, BARBITURATES...OTHER SEDATIVES, ANESTHETICS, TRANQUILIZERS...ALCOHOL. /TARTRATE/

LEUKOCYTOSIS, LEUKOPENIA, & EOSINOPHILIA OCCUR WITH PHENOTHIAZINE MEDICATION. ...HYPERSENSITIVITY REACTION THAT MAY BE URTICARIAL, MACULOPAPULAR, PETECHIAL, OR EDEMATOUS... /PHENOTHIAZINES/

...HYPOTHERMIA CAN OCCUR & MAY BE DUE BOTH TO ACTION ON HEAT-REGULATING CENTER & TO DIRECT PERIPHERAL VASODILATATION. SENSITIVITY & ADAPTATION TO ENVIRONMENTAL TEMP CHANGE ARE IMPAIRED SO THAT FATAL HYPERTHERMIA & HEAT STROKE ARE POSSIBLE COMPLICATIONS. /PHENOTHIAZINES/

PT ON THERAPY LASTING OVER ONE MONTH SHOULD BE MONITORED FOR POSSIBLE AGRANULOCYTOSIS, HYPOTENSION, OR PARKINSON-LIKE SYMPTOMS. /TARTRATE/

HYPERSENSITIVITY REACTIONS...CHOLESTATIC JAUNDICE, BLOOD DYSCRASIAS, DERMATOSES...PHOTOSENSITIVITY, GENERALLY OCCUR WITHIN 1ST FEW MO... OCCASIONALLY...AFTER DRUG...DISCONTINUED. CHOLESTATIC JAUNDICE...WITHIN 2 TO 4 WK...IN APPROX 0.1 TO 4% OF...PATIENTS...FATALITIES...RARE /ADVERSE EFFECT/. /TARTRATE/

For more Human Toxicity Excerpts (Complete) data for TRIMEPRAZINE (12 total), please visit the HSDB record page.

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Alimemazine

DILI Positive

Oral

DOI:10.1016/j.drudis.2019.09.022

IF PHOTOSENSITIVITY DEVELOPS, PATIENT SHOULD STAY OUT OF THE SUN OR WEAR PROTECTIVE CLOTHING TO PREVENT SOLAR ERYTHEMA...SEVERE HYPOTENSIVE EFFECTS...ALLEVIATED BY...LEVARTERENOL...OR PHENYLEPHRINE. /TARTRATE/

SEVERE HYPOTENSION /FROM OVERDOSAGE/ ALLEVIATED BY...IV LEVARTERENOL...OR PHENYLEPHRINE INFUSIONS...EPHEDRINE, AMPHETAMINES OR CAFFEINE & SODIUM BENZOATE MAY BE USED /AS STIMULANTS/. HYPOTHERMIA...DIFFICULT TO CONTROL... EXCHANGE TRANSFUSIONS MAY BE USEFUL...HEMODIALYSIS...OF LITTLE VALUE. /TARTRATE/

R - Respiratory system

QR - Respiratory system

Trimeprazine (also known as Alimemazine) is a tricyclic antihistamine, similar in structure to the phenothiazine antipsychotics, but differing in the ring-substitution and chain characteristics. Trimeprazine is in the same class of drugs as chlorpromazine (Thorazine) and trifluoperazine (Stelazine); however, unlike the other drugs in this class, trimeprazine is not used clinically as an anti-psychotic. It acts as an anti-histamine, a sedative, and an anti-emetic (anti-nausea). Trimeprazine is used principally as an anti-emetic, to prevent motion sickness or as an anti-histamine in combination with other medications in cough and cold preparations. Tricyclic antihistamines are also structurally-related to the tricyclic antidepressants, explaining the antihistaminergic adverse effects of these two drug classes and also the poor tolerability profile of tricyclic H₁-antihistamines.

Hepatic

YIELDS 10-(3-DIMETHYLAMINO-2-METHYLPROPYL)PHENOTHIAZINE SULFOXIDE AND 10-(3-METHYLAMINO-2-METHYLPROPYL)PHENOTHIAZINE IN RAT; HEWICK, DS, & BECKETT, AH, BIOCHEM J, 122, 56P (1971). /FROM TABLE/

METABOLIZED PRIMARILY BY THE LIVER. HEPATIC METABOLIC REACTIONS INCLUDE OXIDATION, HYDROXYLATION, DEMETHYLATION, SULFOXIDE FORMATION AND CONJUGATION WITH GLUCURONIC ACID, METABOLIC ALTERATIONS IN THE SIDE CHAIN MAY ALSO OCCUR /HUMAN, ORAL/. /TARTRATE/

Well absorbed in the digestive tract.

ULTIMATE SOJOURN OF PHENOTHIAZINE DRUGS IN BODY IS EXCEEDINGLY LONG. SIX MO AFTER DISCONTINUATION OF THESE DRUGS, VARIOUS METABOLITES ARE DETECTABLE IN URINE. /PHENOTHIAZINES/

MEDICATION (VET):

MEDICATION

JACOB, ROBERT, US PATENT 2,837,518 (1958 TO RHONE-POULENC).

XYLENE SOLN OF PHENOTHIAZINE IS REFLUXED WITH SODAMIDE...AFTER WHICH SOLN OF (3-CHLORO-2-METHYLPROPYL)DIMETHYLAMINE IN XYLENE...& REFLUXING CONTINUED... TRIMEPRAZINE...EXTRACTED WITH AQ ACID &...LIBERATED WITH ALKALI & EXTRACTED WITH ETHER. ...BASE IS DISTILLED...& REACTED WITH...TARTARIC ACID. ... /TARTRATE/

PANECTYL, VANECTYL, REPELTIN, TEMARIL, THERALENE, VALLERJAN /TARTRATE/

CAPSULES (TIMED-RELEASE) 5 MG, SYRUP 2.5 MG/5 ML, TABLETS 2.5 MG /TARTRATE/