基本情報
- 標準SMILES
NC(=O)CI- InChIKey
PGLTVOMIXTUURA-UHFFFAOYSA-N- 分子式
- C2H4INO
- 平均分子量
- 184.96 g/mol
- 単同位体質量
- 184.93376175
概要
Iodoacetamide is a sulfhydryl alkylating reagent that forms covalent bonds with the thiol group of cysteines so the protein or peptide no longer forms disulfide bonds.
名称と識別子
- 優先名称
- Iodoacetamide
- IUPAC
- 2-iodoacetamide
- 現地名
- 2-ヨードアセトアミド
- 英語名
- 2-Iodoacetamide
- 分子式
- C2H4INO
- 分子量
- 184.96
名称と別名
名称をさらに表示
データベース識別子
- CAS
144-48-9- PubChem CID
- 3727
- DTXSID
DTXSID9020742- ChEMBL
CHEMBL276727- UNII
- ZRH8M27S79
- EC Number
- 205-630-1
- Nikkaji
- J3.270K
物性
構造計算による物性
- XLogP
- -0.2
- 極性表面積
- 43.1 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 1
- 回転可能結合数
- 1
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 44.9
実験および物理化学的性質
物理化学的性質
- 融点
- 92 · 92-95 °C(lit.)
- 沸点
- 297.1 · 297.1±23.0 °C(Predicted)
- 比重(密度)
- 2.1103 · 2.1103 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 2 O: · H2O: 0.5M at20℃、透明、無色
- 外見
- 結晶性
- 酸解離定数(Pka)
- 15.16 · 15.16±0.40(Predicted)
- 色
- 白から淡い黄色またはベージュ
- 由来生物
- synthetic (organic)
- 水溶解度
- わずかに溶ける
- BRN
- 1739080 · 1739080
- 安定性
- 安定していますが、光に敏感です。強酸化剤、強塩基、還元剤、酸とは相容れない。
- InChI
- 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
- InChIKey
- PGLTVOMIXTUURA-UHFFFAOYSA-N
- SMILES
- NC(=O)CI
- CAS データベース
- 144 · 144-48-9(CAS DataBase Reference)
- NISTの化学物質情報
- Alpha-iodo acetamide(144-48-9)
- EPAの化学物質情報
- 2 · 2-Iodoacetamide (144-48-9)
化学的性質
化学的特性White solid in amber, foil sealed microtubes. Soluble in hot water, easily soluble in ethanol.
安全と法規制
GHS分類
GHS Classification
Danger
H301 (99%): Toxic if swallowed [Danger Acute toxicity, oral]
P233, P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P316, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 192 reports by companies from 14 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: Acetamide, 2-iodo-
2-Iodoacetamide: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes ulceration or bleeding from the stomach and other GI changes in 74-week intermittent oral studies of rats; [RTECS] May cause irritation; May cause skin and respiratory sensitization; Toxic by ingestion; [Sigma-Aldrich MSDS] See Chloroacetamide.
毒性情報
安全データ
- F
- 8-10-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AC4200000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29241900
- risk_code
- 25-42/43-43-36/37/38-53
- 化審法
- (2)-1152
- 安衛法
- 57,57-2
- hazard_code
- T
- safety_code
- 22-36/37-45-37/39-26-24
- hazard_class
- 6.1
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 OralAquatic Chronic 4Resp. Sens. 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
Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
用途と製造
応用分野
用途合成原料(SH基修飾剤)。
用途タンパク質SH基修飾剤。
使用2-Iodoacetamide is an alkylating reagent for cysteine residues in peptide sequencing. Its actions are similar to those of iodoacetate. By virtue of reaction with cysteine, it is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibition of ribonuclease.
調製方法
純化方法Crystallise it from water or CCl4. It is used for tagging proteins. [Gurd Methods Enzymol 25 424 1972, Beilstein 2 IV 536.]
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