基本情報
- CAS
2390-54-7- 標準SMILES
Cc1ccc2c(c1)sc(-c1ccc(N(C)C)cc1)[n+]2C.[Cl-]- InChIKey
JADVWWSKYZXRGX-UHFFFAOYSA-M- 分子式
- C17H19N2S.Cl
- 平均分子量
- 318.9 g/mol
- 単同位体質量
- 318.0957475
概要
Thioflavine T is an organic chloride salt having 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-1,3-benzothiazol-3-ium as the counterion. It is widely used to visualise and quantify the presence of amyloids, both in vitro and in vivo. It has a role as a geroprotector, a fluorochrome and a histological dye. It contains a thioflavin T cation.
名称と識別子
- 優先名称
- Thioflavin T
- IUPAC
- 4-(3,6-dimethyl-1,3-benzothiazol-3-ium-2-yl)-N,N-dimethylaniline chloride
- 現地名
- ベーシック エロー 1
- 英語名
- Thioflavin T
- 分子式
- C17H19ClN2S
- 分子量
- 318.86
名称と別名
Thioflavin T2390-54-7Thioflavine TBasic yellow 1Acronol Yellow TCC.I. Basic Yellow 1C.I. 49005CAX9SG0II0Benzothiazolium, 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-, chloride3,6-Dimethyl-2-dimethylaminophenylbenzothiazolium chlorideNSC-11235Benzothiazolium, 2-(p-(dimethylamino)phenyl)-3,6-dimethyl-, chloride
名称をさらに表示
ベーシック エロー 1チオフラビンTCNチオフラビンチオフラビンTG2-[4-(ジメチルアミノ)フェニル]-3,6-ジメチルベンゾチアゾール-3-イウム·クロリドC.I.ベーシックイエロー1チオフラビンTセトフラビンTベーシックフラビン8Gチオフラビン Tセトフラビン Tベーシックエロー1ベーシックイエロー1チオフラビンT ウルトラピュアグレードCI 490052-[4-(dimethylamino)phenyl]-3,6-dimethyl-benzothiazoliuchlorideThiofLavin TCI NO 49005hioflavineTSetoflavin T
CHEBI:76023DTXSID10883841Benzothiazolium, 2-(4-(dimethylamino)phenyl)-3,6-dimethyl-, chlorideBenzothiazolium, 2-(4-(dimethylamino)phenyl)-3,6-dimethyl-, chloride (1:1)2-(p-(dimethylamino)phenyl)-3,6-dimethylbenzothiazolium chlorideBenzothiazolium, 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-, chloride (1:1)ThT (dye)RefChem:189525
物性
構造計算による物性
- 極性表面積
- 35.4 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
- 2
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 325
物理化学的性質
- 融点
- 211 · 211-212 °C (decomp)
- 比重(密度)
- 1.301 g/cm3 · 1.301g/cm3 at 20℃
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 1 mg/mL · メタノール：可溶1mg/mL
- 外見
- 粉
- 色
- 黄色から黄土色
- 水溶解度
- 5 mg/mL · water: 5mg/mL
- BRN
- 3922452 · 3922452
- InChI
- InChI=1S/C17H19N2S.ClH/c1-12-5-10-15-16(11-12)20-17(19(15)4)13-6-8-14(9-7-13)18(2)3;/h5-11H,1-4H3;1H/q+1;/p-1
- InChIKey
- JADVWWSKYZXRGX-UHFFFAOYSA-M
- SMILES
- C1(=[N+](C)C2C=CC(C)=CC=2S1)C1C=CC(N(C)C)=CC=1.[Cl-]
- LogP
- 3.02 at · 3.02 at 25℃ and pH7.98
- CAS データベース
- 2390 · 2390-54-7(CAS DataBase Reference)
- EPAの化学物質情報
- 2 · Benzothiazolium, 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-, chloride (2390-54-7)
化学的性質
化学的特性yellow to ochre-yellow powder
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
This chemical does not meet GHS hazard criteria for 21.4% (3 of 14) of reports.
Danger
H301 (78.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P272, P273, P280, P301+P316, 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 14 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Benzothiazolium, 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-,chloride
REACH registered substance: 2-[4-(dimethylamino)phenyl]-3,6-dimethylbenzothiazolium chloride (EC: 219-228-9)
Thioflavine T: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 3 (78.6%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 32041300
- 化審法
- (5)-1916
- safety_code
- 24/25
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Sens. 1
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
MeSH Pharmacological Classification
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.
用途と製造
General Manufacturing InformationBenzothiazolium, 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-, chloride (1:1): ACTIVE
応用分野
来歴In 1959, Vassar and Culling first employed Thioflavin T (ThT) for the fluorescence imaging of amyloid plaques, revealing its potential for histological staining. In 1993, LeVine standardized the method for quantifying fibril formation using ThT, providing a simple fluorescence-based approach for studying protein folding and aggregation kinetics[1].
使用Textile dyeing, fluorescent sign paints, in combination with green or blue pigments to produce brilliant greens, phosphotungstic pigments.
一般的な説明Thioflavin T is a benzothiazole dye that increases in fluorescence upon binding to amyloid. Thioflavin T has been used in histology and for protein characterization.
調製方法
製造方法4-(6-Methyl-2,3-dihydrobenzo[d]thiazol-2-yl)benzenaminewith methanol and hydrochloric acid or sulfuric acid, at 160 ~ 170 ℃ methylation under pressure.
純化方法Crystallise the chloride from *benzene/EtOH (1:1). [Beilstein 27 III/IV 5052.]
上流・下流製品情報
上流原料
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