(±)-Trimeprazine

298.45

298.45

201-577-3

DTXSID9023708

CRYSTALS

R - Respiratory system

31.8

4.6

Solid

1.203 g/cm3

68 °C

150-175 °C @ Press: 0.3 Torr

208ºC

H2O: 0.942 mg/L

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.

Oral-rat LD50: 210 mg/kg; Oral-Mouse LD50: 300 mg/kg

Flammable; burning produces toxic nitrogen oxides and sulfur oxide fumes

9.05None

9.05

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

II

6.1(a)

2811

3

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin .

S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .

Xn

Treasury is ventilated, low temperature and dry; stored separately from food materials

DARKENS ON EXPOSURE TO LIGHT /TARTRATE/

P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P310, P321, P330, P333+P313, P363, P391, P405, P501

H301

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P310, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

highly toxic

Symptoms of overdose clumsiness or unsteadiness, seizures, severe drowsiness, flushing or redness of face, hallucinations, muscle spasms (especially of neck and back), restlessness, shortness of breath, shuffling walk, tic-like (jerky) movements of head and face, trembling and shaking of hands, and insomnia.

...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/

Used to prevent and relieve allergic conditions which cause pruritus (itching) and urticaria (some allergic skin reactions).

Antipruritics|ITS TRANQUILIZING PROPERTIES ARE OF LOW ORDER... /TARTRATE/|IT IS CONSIDERED EFFECTIVE FOR USE IN TREATMENT OF PRURITIC SYMPTOMS DUE TO URTICARIA; PROBABLY EFFECTIVE FOR SYMPTOMATIC RELIEF IN MGMNT OF NASAL ALLERGIES; & POSSIBLY EFFECTIVE FOR PROLONGED RELIEF OF PRURITIC SYMPTOMS IN VARIETY OF ALLERGIC & NONALLERGIC CONDITIONS... /TARTRATE/|...POSSIBLY EFFECTIVE FOR PROLONGED RELIEF OF PRURITIC SYMPTOMS...INCL NEURODERMATITIS, CONTACT DERMATITIS, PITYRIASIS ROSEA, POISON IVY DERMATITIS, ECZEMATOUS DERMATITIS, PRURITUS ANI & VULVAE, DRUG RASH & CHICKENPOX... /TARTRATE/|For more Therapeutic Uses (Complete) data for TRIMEPRAZINE (8 total), please visit the HSDB record page.

SIDE EFFECTS ARE OFTEN EXTENSIONS OF MANY PHARMACOLOGICAL ACTIONS OF DRUGS... MOST IMPORTANT ARE THOSE ON CNS, CARDIOVASCULAR SYSTEM, AUTONOMIC NERVOUS SYSTEM, & ENDOCRINE FUNCTIONS. ... MOST DANGEROUS EFFECTS...ARE THOSE RESULTING FROM HYPERSENSITIVITY REACTIONS, PARTICULARLY BLOOD DYSCRASIAS. /PHENOTHIAZINES/|SEDATION & MILD TRANQUILIZATION ALSO OCCUR. SYMPTOMS OF OVERDOSAGE ARE DIZZINESS...AND CENTRAL DEPRESSION LEADING TO COMA.|VET: AVOID RAPID IV & INTRAARTERIAL INJECTIONS /IN ANIMALS/.|DROWSINESS MOST COMMON REACTION. ALL PRECAUTIONS APPLICABLE TO PHENOTHIAZINES SHOULD BE OBSERVED. /TARTRATE/|For more Drug Warnings (Complete) data for TRIMEPRAZINE (9 total), please visit the HSDB record page.

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.

Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)

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/

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/

Trimeprazine competes with free histamine for binding at HA-receptor sites. This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding.

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/

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.

Alimemazine

PANECTYL, VANECTYL, REPELTIN, TEMARIL, THERALENE, VALLERJAN /TARTRATE/|CAPSULES (TIMED-RELEASE) 5 MG, SYRUP 2.5 MG/5 ML, TABLETS 2.5 MG /TARTRATE/

IN US IT IS NOT PERMITTED FOR USE IN FOOD PRODUCING ANIMALS.

GAS CHROMATOGRAPHIC ANALYSIS OF SOME PHENOTHIAZINES.|THIN-LAYER CHROMATOGRAPHY OF SEVERAL N-10-SUBSTITUTED PHENOTHIAZINE DERIVATIVES.|SEPARATION OF PHENOTHIAZINES BY HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY.|CHARACTERIZATION OF PHENOTHIAZINE DRUGS BY REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY.|USE OF ISOCRATIC MULTI-COLUMN HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY FOR QUALITATIVE ANALYSIS & CHARACTERIZATION OF BASIC DRUGS.

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals