2-チオバルビツル酸

Thiobarbituric acid

HCID 2723628CAS 504-17-6
部分構造検索類似構造を探す

基本情報

標準SMILES
O=C1CC(=O)NC(=S)N1
InChIKey
RVBUGGBMJDPOST-UHFFFAOYSA-N
分子式
C4H4N2O2S
平均分子量
144.15 g/mol
単同位体質量
143.99934837

概要

2-thiobarbituric acid is a barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur. It has a role as a reagent and an allergen.

名称と識別子

優先名称
Thiobarbituric acid
IUPAC
2-sulfanylidene-1,3-diazinane-4,6-dione
現地名
2-チオバルビツル酸
英語名
2-Thiobarbituric acid
分子式
C4H4N2O2S
分子量
144.15

名称と別名

2-THIOBARBITURIC ACID504-17-6Thiobarbituric acidBathyranAustranal2-Mercaptobarbituric acid4,6(1H,5H)-Pyrimidinedione, dihydro-2-thioxo-2-sulfanylidene-1,3-diazinane-4,6-dioneBarbituric acid, 2-thio-Dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione2-Mercapto-4,6-dihydroxypyrimidineM1YZW5SS7C
名称をさらに表示
2-チオバルビツル酸2-メルカプトバルビツル酸アウストラナール6-ヒドロキシ-2-チオキソ-1,2-ジヒドロピリミジン-4(3H)-オンチオバルビツル酸2-チオキソ-1,2-ジヒドロピリミジン-4,6(3H,5H)-ジオン2-チオキソヘキサヒドロピリミジン-4,6-ジオンバチラン2-メルカプト-4,6-ジヒドロキシピリミジン4,6-ジヒドロキシ-2-メルカプトピリミジンヘキサヒドロ-2-チオキソピリミジン-4,6-ジオン2-チオキソ-2,3-ジヒドロピリミジン-4,6(1H,5H)-ジオン2,3-ジヒドロ-2-チオキソ-6-ヒドロキシピリミジン-4(1H)-オン2-チオキソ-6-ヒドロキシ-1,2,3,4-テトラヒドロピリミジン-4-オンオーストラナール2,3-ジヒドロ-2-チオキソ-4,6(1H,5H)-ピリミジンジオン2-メルカプトピリミジン-4,6-ジオール2メルカプト4，6ジヒドロキシピリミジン2-チオバルビツール酸2-チオバルビツル酸 [生化学用]TBA2-sulfanylpyriMidine-4,6-diol4,6-DIHYDROXY-2-MERCAPTOPYRIMIDINEusafek-6602-Mercapto-4Thiobarbituric
CHEBI:33202NSC-47332-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dioneDTXSID7060124RefChem:483744DTXCID5040831207-985-82-thioxodihydropyrimidine-4,6(1H,5H)-dione

データベース識別子

CAS
504-17-6
PubChem CID
2723628
DTXSID
DTXSID7060124
ChEMBL
CHEMBL584805
ChEBI
CHEBI:33202
UNII
M1YZW5SS7C
EC Number
207-985-8
Nikkaji
J12.869D

物性

構造計算による物性

XLogP
-0.9
極性表面積
90.3 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
0
重原子数
9

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Pyrimidines
SpringerMaterials PropertiesCrystal structure
Physical DescriptionOff-white powder; [Alfa Aesar MSDS]

物理化学的性質

融点
245 °C · 245 °C (dec.)(lit.)
比重(密度)
1.451 · 1.451 (estimate)
屈折率
1.769 · 1.7690 (estimate)
貯蔵温度
2 · Inert atmosphere,2-8°C
溶解性
50 g/l · 50g/l 微溶性
酸解離定数(Pka)
3.96 · 3.96±0.20(Predicted)

化学的性質

化学的特性Off-White to Yellow Powder. soluble in hot water, alcohol, ether, alkali and sodium carbonate solution, slightly soluble in water.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 5.3% (1 of 19) of reports.

Warning

H315 (94.7%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 19 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: 4,6(1H,5H)-Pyrimidinedione, dihydro-2-thioxo-

REACH registered substance: 2-thiobarbituric acid (EC: 207-985-8)

2-Thiobarbituric acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Terbacil and 5-Diazouracil.
Hazard Classes and CategoriesSkin Irrit. 2 (94.7%)

安全データ

F
13-23
wgk
2
tsca
TSCA listed
rtecs
CQ7700000
ridadr
UN 3335
hs_code
29335995

化学と産業

用途と製造

General Manufacturing Information4,6(1H,5H)-Pyrimidinedione, dihydro-2-thioxo-: ACTIVE
応用分野 · 3 件

用途脂肪の酸化程度の測定試薬。

使用2-Thiobarbituric acid has been used to measure malondialdehyde (MDA) in lipid peroxidation assay.

一般的な説明2-Thiobarbituric acid is a molecule made up of heteroatoms: nitrogen, sulphur and oxygen.

調製方法 · 2 件

製造方法2-thiobarbituric acid was synthesized by the reaction of diethyl malonate with thiourea. Dissolve thiourea in methanol, add sodium methoxide and diethyl malonate, heat under reflux for 4-5h, then distill under reduced pressure to recover methanol to the end, and add hydrochloric acid to acidify to pH 1-2 after cooling. After standing overnight, thiobarbituric acid crystals were precipitated, filtered, and recrystallized with water to obtain the pure product.

純化方法Crystallise it from water. [Beilstein 24 H 476, 24 I 414, 24 II 275, 24 III/IV 1884.]

上流・下流製品情報

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INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

補足説明

定義ChEBI: 2-thiobarbituric acid is a barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur. It has a role as a reagent and an allergen.

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