基本情報
- CAS
57801-81-7- 標準SMILES
Cc1nnc2n1-c1sc(Br)cc1C(c1ccccc1Cl)=NC2- InChIKey
UMSGKTJDUHERQW-UHFFFAOYSA-N- 分子式
- C15H10BrClN4S
- 平均分子量
- 393.7 g/mol
- 単同位体質量
- 391.94981
概要
Brotizolam is a thienotriazolodiazepine that is 6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine substituted by bromo, 2-chlorophenyl, and methyl groups at positions 2, 4, and 9, respectively. It is used as a hypnotic in the management of insomnia. It has a role as an anxiolytic drug, an anticonvulsant, a sedative, a muscle relaxant and a GABAA receptor agonist. It is an organobromine compound, a member of monochlorobenzenes and a thienotriazolodiazepine.
名称と識別子
- 優先名称
- Brotizolam
- IUPAC
- 4-bromo-7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene
- 現地名
- ブロチゾラム
- 英語名
- BROTIZOLAM
- 分子式
- C15H10BrClN4S
- 分子量
- 393.69
名称と別名
brotizolamLendorminLendorm57801-81-7MederantilSintonalWE 941BrotizolamumWE-941NimbisanWE-941-BSDTXSID0022692
名称をさらに表示
ネストロームレンドルミンレンデムユリモランゼストロミン2-ブロモ-4-(o-クロロフェニル)-9-メチル-6H-チエノ[3,2-f][1,2,4]トリアゾロ[4,3-a][1,4]ジアゼピンブロメトンレンドルミン-Dブロチゾランソレントミンブロチゾラムシンベラミン-Dシンベラミンブロゾームグッドミンレドルパーアムネゾンロンフルマンノクスタールブロチゾラム標準品we941WE 941-BS)-9-methyl-Mederantil：Sintoml
5XZM1R3DKF2-bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine2-Bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepineDTXCID9026922-Bromo-4-(o-chlorophenyl)-9-methyl-6H-thieno(3,2-f)-s-triazolo(4,3-a)(1,4)diazepine6H-Thieno(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepine, 2-bromo-4-(2-chlorophenyl)-9-methyl-2-Bromo-4-(o-chlorophenyl)-9-methyl-6H-thieno[3,2-f]-s-triazolo[4,3-a][1,4]diazepine6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine, 2-bromo-4-(2-chlorophenyl)-9-methyl-
物性
構造計算による物性
- XLogP
- 2.8
- 極性表面積
- 71.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 4
- 回転可能結合数
- 1
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 465
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Benzodiazepines
Pharmaceuticals -> Benzodiazepines
Pharmaceuticals -> Listed in ZINC15
LogP2.79
Human Drugs
Breast Feeding; Lactation; Milk, Human; Hypnotics and Sedatives; Anti-Anxiety Agents; Benzodiazepines
Pharmaceuticals
Melting Point211-213
Collision Cross Section171.9 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
物理化学的性質
- 融点
- 204 · 204-206C
- 沸点
- 561.3 · 561.3±60.0 °C(Predicted)
- 比重(密度)
- 1.6265 · 1.6265 (estimate)
- 貯蔵温度
- -20 °C · -20°C Freezer
- 溶解性
- 水にほとんど溶けず、メタノールにわずかに溶けるか溶けにくく、エタノールに溶けにくい (96%)。
- 酸解離定数(Pka)
- 2.01 · 2.01±0.40(Predicted)
- 外見
- A crystalline solid
化学的性質
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
Warning
H336 (100%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]
P203, P260, P261, P263, P264, P270, P271, P280, P304+P340, P318, P319, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationBrotizolam: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesSTOT SE 3 (100%)
毒性情報
Treatment
General supportive measures should be employed, along with intravenous fluids, and an adequate airway maintained. Hypotension may be combated by the use of norepinephrine or metaraminol. Dialysis is of limited value. Flumazenil (Anexate) is a competitive benzodiazepine receptor antagonist that can be used as an antidote for benzodiazepine overdose. In particular, flumazenil is very effective at reversing the CNS depression associated with benzodiazepines but is less effective at reversing respiratory depression. Its use, however, is controversial as it has numerous contraindications. It is contraindicated in patients who are on long-term benzodiazepines, those who have ingested a substance that lowers the seizure threshold, or in patients who have tachycardia or a history of seizures. As a general rule, medical observation and supportive care are the mainstay of treatment of benzodiazepine overdose. Although benzodiazepines are absorbed by activated charcoal, gastric decontamination with activated charcoal is not beneficial in pure benzodiazepine overdose as the risk of adverse effects often outweigh any potential benefit from the procedure. It is recommended only if benzodiazepines have been taken in combination with other drugs that may benefit from decontamination. Gastric lavage (stomach pumping) or whole bowel irrigation are also not recommended.
化学と産業
薬理情報
ATC Code
N05CD09
N - Nervous system
QN - Nervous system
Protein BindingThe mean value of the free fraction (%): 8.4 ± 0.7.
Biological Half-Life4.4 hours.
Metabolism/Metabolites
There are two primary metabolites: 1-methyl-hydroxy- and the 4-hydroxy-derivatives (Eberts et al., 1981; Boehringer Ingelheim, product information). The 4-hydroxymetabolites have a pharmacological activity which is far less than that of the parent drugs, but the 1-methyl-hydroxymetabolites probably have comparable activity (Gall et al., 1978; Jochemsen et al., 1982; Sethy & Harris, 1982; Jochemsen et al., unpublished results). These active compounds are, however, not present in plasma in measurable amounts following a single dose of brotizolam to young healthy subjects (Jochemsen et al., 1982; Jochemsen et al., unpublished results).
Brotizolam has known human metabolites that include alpha-hydroxy-BRT and 6-hydroxy-BRT.
MeSH Pharmacological ClassificationDrugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
Absorption, Distribution and Excretion
The plasma concentration profile of brotizolam can be described as a one compartmental open model with first-order absorption.
0.63 l/kg.
Total clearance: 109 ml/min.
用途と製造
UsesBrotizolam is used in the short term treatment of severe or debilitating insomnia.
Use ClassificationPharmaceuticals
応用分野
関連反応
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