基本情報
- CAS
84-96-8- 標準SMILES
CC(CN(C)C)CN1c2ccccc2Sc2ccccc21- InChIKey
ZZHLYYDVIOPZBE-UHFFFAOYSA-N- 分子式
- C18H22N2S
- 平均分子量
- 298.4 g/mol
- 単同位体質量
- 298.15036988
概要
Trimeprazine is a member of phenothiazines.
名称と識別子
- 優先名称
- (+-)-Trimeprazine
- IUPAC
- N,N,2-trimethyl-3-phenothiazin-10-ylpropan-1-amine
- 現地名
- アリメマジン
- 英語名
- Trimeprazine
- 分子式
- C18H22N2S
- 分子量
- 298.45
名称と別名
trimeprazineAlimemazine84-96-8Alimezinedl-TrimeprazineRepetinTeralenAlimemazinaBayer 1219(+-)-TrimeprazineAlimemazinum10-(3-(Dimethylamino)-2-methylpropyl)phenothiazine
名称をさらに表示
アリメマジントリメプラジンメチルプロマジン10-[2-メチル-3-(ジメチルアミノ)プロピル]-10H-フェノチアジンN,N,β-トリメチル-10H-フェノチアジン-10-プロパン-1-アミン10-(3-ジメチルアミノ-2-メチルプロピル)-10H-フェノチアジン10-(2-メチル-3-ジメチルアミノプロピル)-10H-フェノチアジンN,N-ジメチル-2-メチル-3-(10H-フェノチアジン-10-イル)-1-プロパンアミン10-[3-(ジメチルアミノ)-2-メチルプロピル]-10H-フェノチアジンジメチル[2-メチル-3-(10H-フェノチアジン-10-イル)プロピル]アミンTeraleneALIMENAZINETrimeperazineMethylpromazine
RP 6549BAYER-121910-(2-Methyl-3-dimethylaminopropyl)-phenothiazineN,N,beta-Trimethyl-10H-phenothiazine-10-propanamine76H78MJJ52RP-654910H-Phenothiazine-10-propanamine, N,N,beta-trimethyl-Phenothiazine, 10-(3-(dimethylamino)-2-methylpropyl)-
データベース識別子
- CAS
84-96-8
物性
構造計算による物性
- XLogP
- 4.7
- 極性表面積
- 31.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 4
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 311
実験および物理化学的性質
LogP
4.6
4.71
Color/FormCRYSTALS
Solubility
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
Human DrugsPharmaceuticals
Boiling Point
150-175 °C at 3.00E-01 mm Hg
150-175 °C @ 0.3 MM HG
Melting Point
68 °C
68 °C
Physical DescriptionSolid
Stability/Shelf LifeDARKENS ON EXPOSURE TO LIGHT /TARTRATE/
Dissociation Constants
9.11
8.5
9.05
Collision Cross Section
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]
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
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.
危険有害性情報
Regulatory InformationREACH registered substance: Alimemazine (EC: 201-577-3)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Interactions
...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/
Human Toxicity Excerpts
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/
化学と産業
薬理情報
ATC Code
R - Respiratory system
QR - Respiratory system
Pharmacodynamics
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 H<sub>1</sub>-antihistamines.
Mechanism of ActionTrimeprazine 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.
Metabolism/Metabolites
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/
MeSH Pharmacological ClassificationAgents, usually topical, that relieve itching (pruritus).
Absorption, Distribution and Excretion
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/
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