α-チオグリセロール

Thioglycerol

HCID 7291CAS 96-27-5
部分構造検索類似構造を探す

基本情報

標準SMILES
OCC(O)CS
InChIKey
PJUIMOJAAPLTRJ-UHFFFAOYSA-N
分子式
C3H8O2S
平均分子量
108.16 g/mol
単同位体質量
108.0245005

概要

Monothioglycerol is a thiol that is glycerol in which one of the primary hydroxy groups is replaced by a thiol group. It has a role as a reducing agent and a vulnerary. It is a member of propane-1,2-diols and a thiol.

名称と識別子

優先名称
Thioglycerol
IUPAC
3-sulfanylpropane-1,2-diol
現地名
α-チオグリセロール
英語名
3-Mercapto-1,2-propanediol
分子式
C3H8O2S
分子量
108.16

名称と別名

3-Mercapto-1,2-propanediol1-Thioglycerol96-27-5MonothioglycerolTHIOGLYCEROLThioglycerinThiovanolalpha-ThioglycerolThioglycerineGlycerol-1-thiol1-Mercaptoglycerol1-Monothioglycerol
名称をさらに表示
α-チオグリセロール1-メルカプト-2,3-プロパンジオール3-メルカプト-1,2-プロパンジオールチオグリセロール1-チオグリセロールチオバノールチオグリセリンモノチオグリセロール3-メルカプトプロパン-1,2-ジオール1-チオグリセロ-ル1-チオグリセリン3‐メルカプト‐1,2‐プロパンジオールΑ-モノチオグリセロールα-モノチオグリセロール, 98%3-Mercaptopropane-1,2-diolA-MONOTHIOGLYCEROL
1,2-Propanediol, 3-mercapto-Monothioglycerin2,3-Dihydroxypropanethiol1-Mercapto-2,3-propanediolalpha-ThiolglycerolGlycerol, 1-thio-alpha-Monothioglycerol1-Thio-2,3-propanediol

データベース識別子

CAS
96-27-5
PubChem CID
7291
DTXSID
DTXSID5046512
ChEMBL
CHEMBL1398948
ChEBI
CHEBI:74537
UNII
AAO1P0WSXJ
EC Number
202-495-0
Nikkaji
J3.966G

物性

構造計算による物性

XLogP
-0.8
極性表面積
41.5 Ų
水素結合供与体数
3
水素結合受容体数
3
回転可能結合数
2
重原子数
6

実験および物理化学的性質

Chemical ClassesOther Classes -> Sulfur Compounds (Alcohols)
CosmeticsHair waving or straightening; Depilatory; Keratolytic; Reducing
SpringerMaterials PropertiesOptical coefficient
OdorSLIGHT SULFIDIC
Density1.295
Color/Form · 2 件

YELLOWISH, VERY VISCOUS LIQUID

COLORLESS OR PALE YELLOW

物理化学的性質

融点
25 °C · <25 °C
沸点
118 °C5 · 118 °C5 mm Hg(lit.)
比重(密度)
1.25 g/mL · 1.25 g/mL at 25 °C(lit.)
蒸気圧
1 hPa · <1 hPa (20 °C)
屈折率
20 · n20/D 1.527(lit.)
闪点
230 °F · >230 °F

化学的性質

化学的特性clear colorless to yellowish viscous solution

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (93.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 362 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: 1,2-Propanediol, 3-mercapto-

1,2-Propanediol, 3-mercapto- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Propanediol, 3-mercapto- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 16-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24546

Monothioglycerol: 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.

Fire PotentialFIRE HAZARD: MODERATE. ...CAN REACT WITH OXIDIZING MATERIALS.
Hazards SummaryAn irritant; Effects in high-dose animal studies include lacrimation and convulsions; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 4 (93.9%)

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin

安全データ

F
3-9-10-13-23
wgk
3
tsca
TSCA listed
rtecs
TY8140000
ridadr
UN 2810 6.1/PG 3
hs_code
29309070

化学と産業

用途と製造

Uses · 4 件

Used as a preservative (pharmaceuticals), reducing agent , and polymer stabilizer; [HSDB] Used as a preservative (antioxidant), analytical reagent, and research chemical; [Merck Index]

IN WOUND HEALING; VET: TO PROMOTE WOUND HEALING (SOLN 1:5000)

PHARMACEUTIC AID (PRESERVATIVE)

REDUCING AGENT FOR CYSTINE MOLECULE IN HUMAN HAIR & WOOL; FOR STABILIZATION OF ACRYLONITRILE POLYMERS

U.S. Production2023: 51,570 lb
Consumer UsesStabilizing agent
Industry UsesPreservative
Methods of ManufacturingPREPD BY HEATING GLYCEROL-ALPHA-MONOCHLOROHYDRIN WITH KHS IN ALCOHOLIC SOLUTION. SUTTON, J AM MED ASSOC 104, 2168 (1935).
Use ClassificationCosmetics -> Hair waving or straightening; Depilatory; Keratolytic; Reducing
応用分野 · 3 件

説明1-Thioglycerol is a reagent used in fluorescence, spectroscopy, and microbiology techniques. Varying the concentration of 1-thioglycerol in the preparation of CdSe/CdS core-shell ultrasmall quantum dots (CS-USQDs) allows a precise way to control the size of the shell, with shell size increasing with increased concentration. It is used as a capping agent in the synthesis of nanocrystals analyzed via Raman and UV/Vis spectroscopy. Biologically, 1-thioglycerol stimulates porphyrin synthesis and increases glutamyl-tRNA reductase activity in E. coli grown in an aerobic environment. It was previously a component in hair permanents used to produce waves or curls.

使用3-Mercapto-1,2-propanediol has been used in a study to assess the manipulation of aqueous growth of CdTe nanocrystals. It has also been used in a study that investigated the effect of surface attachment on ligand binding

一般的な説明1-Thioglycerol stimulates the synthesis of porphyrin in aerobically growing Escherichia coli. It is an inhibitor of glycerol kinase activity in vitro and in situ.

調製方法

Monothioglycerol is prepared by heating an ethanolic solution of 3- chloro-1,2-propanediol with potassium bisulfide.

上流・下流製品情報

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

補足説明

定義本品は、次の化学式で表される含硫多価アルコールである。

定義ChEBI: A thiol that is glycerol in which one of the primary hydroxy groups is replaced by a thiol group.

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