α-チオグリセロール
Thioglycerol
基本情報
- CAS
96-27-5- 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
- 形式電荷
- 0
- 複雑度
- 32
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
YELLOWISH, VERY VISCOUS LIQUID
COLORLESS OR PALE YELLOW
Solubility
SLIGHTLY SOL IN WATER; MISCIBLE WITH ALCOHOL; INSOL IN ETHER
VERY SOL IN ACETONE; SLIGHTLY SOL IN BENZENE
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Boiling Point118 °C @ 5 MM HG
DecompositionWHEN HEATED TO DECOMP, EMITS HIGHLY TOXIC FUMES OF /SULFUR OXIDES/
Refractive IndexINDEX OF REFRACTION BETWEEN 1.521 & 1.526; PH (1 IN 10 SOLN) BETWEEN 3.5 & 7
Physical Description
Liquid
Water-white liquid; Soluble in water; [Hawley] Yellowish hygroscopic liquid; Slightly soluble in water; [Merck Index] Colorless viscous liquid with a stench; Slightly soluble in water; [MSDSonline]
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
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 1 mL/mL · 無水エタノール: 1 mL/mL
- 外見
- 液体
- 酸解離定数(Pka)
- 1 · pK1:9.43 (25°C,μ=0.5)
- 色
- 無色透明～黄色
- 臭い (Odor)
- 悪臭
- PH
- 3.5 · 3.5-7.0
- 由来生物
- synthetic (organic)
- 水溶解度
- わずかに溶ける
- Merck
- 14 · 14,9335
- BRN
- 1732046 · 1732046
- 安定性
- Air Sensitive, Hygroscopic
- 化粧品成分の機能
- 脱毛剤角質溶解性ヘアウェーブとヘアストレート還元剤
- InChI
- 1S/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2
- InChIKey
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N
- SMILES
- OCC(O)CS
- LogP
- -0.84 at · -0.84 at 20℃
- CAS データベース
- 96 · 96-27-5(CAS DataBase Reference)
- NISTの化学物質情報
- Monothioglycerol(96-27-5)
- EPAの化学物質情報
- 1 · 1,2-Propanediol, 3-mercapto- (96-27-5)
化学的性質
化学的特性clear colorless to yellowish viscous solution
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
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
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
- risk_code
- 21/22-36/37/38
- 化審法
- (9)-805
- 消防法
- 危険物第4類第三石油類(非水溶性)
- hazard_code
- Xn,Xi
- safety_code
- 26-36-23
- hazard_class
- 6.1
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 4 OralSkin Irrit. 2Skin Sens. 1B
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- 有毒物質データの
- 96-27-5(Hazardous Substances Data)
化学と産業
用途と製造
Uses
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
General Manufacturing Information
Pharmaceutical and Medicine Manufacturing
1,2-Propanediol, 3-mercapto-: ACTIVE
...MEAT FLAVORS WERE OBTAINED...BY REACTION...WITH HYDROGEN SULFIDE RELEASING AGENTS UNDER PRESSURE. ... HYDROGEN SULFIDE RELEASING AGENTS MENTIONED INCL... 3-MERCAPTO-1,2-PROPANEDIOL... PRACTICALLY ALL THESE COMPD ARE POWERFUL FLAVOR COMPD THEMSELVES.
応用分野
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
上流原料
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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