Chloroacetanilide (HCID 11485)

名称と識別子

優先名称: Chloroacetanilide
IUPAC: 2-chloro-N-phenylacetamide
現地名: (クロロアセチルアミノ)ベンゼン
英語名: 2-Chloro-N-phenylacetamide
分子式: C8H8ClNO
分子量: 169.61

名称と別名

2-CHLORO-N-PHENYLACETAMIDE2-Chloroacetanilide587-65-5ChloroacetanilideN-PhenylchloroacetamideN-Phenyl-2-chloroacetamideAcetanilide, 2-chloro-DTXSID3041409alpha-Chloroacetanilide2R6RM9R0W8NSC-311DTXCID1021409

名称をさらに表示

2-クロロ-N-フェニルアセトアミド(クロロアセチルアミノ)ベンゼン2-クロロアセトアニリドN-フェニルクロロアセトアミドω-クロロアセトアニリドN-フェニル-2-クロロアセトアミドα-クロロアセトアニリドN-(クロロアセチル)アニリンSKL808AKOS B015615ART-CHEM-BB B0156152-chloro-acetanilidDiclofenac Impurity 24Paracetamol Impurity 8N-(CHLOROACETYL)ANILINE

RefChem:86436209-604-0Acetamide, 2-chloro-N-phenyl-MFCD00018887.alpha.-ChloroacetanilideNSC 311Diclofenac Impurity T.omega.-Chloroacetanilide

データベース識別子

CAS: 587-65-5
PubChem CID: 11485
DTXSID: DTXSID3041409
ChEMBL: CHEMBL2164307
UNII: 2R6RM9R0W8
EC Number: 209-604-0
Nikkaji: J33.441C

物性

構造計算による物性

XLogP: 1.6
極性表面積: 29.1 Å²
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: 2
重原子数: 11
形式電荷: 0
複雑度: 132

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

LogP · 2 件

Log P= 1.63

1.63

Color/FormVery light beige, crystalline powder

SolubilityPractically insoluble

Melting Point86-88 °C

物理化学的性質

融点: 136 · 136-139 °C (lit.)
沸点: 340 · 340.0±25.0 °C(Predicted)
比重(密度): 1.266 · 1.266±0.06 g/cm3(Predicted)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: クロロホルム（微量）、メタノール（微量）
外見: 個体
酸解離定数(Pka): 12.9 · 12.90±0.70(Predicted)
色: オフホワイトからペールベージュ
InChI: InChI=1S/C8H8ClNO/c9-6-8(11)10-7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11)
InChIKey: VONWPEXRCLHKRJ-UHFFFAOYSA-N
SMILES: C(NC1=CC=CC=C1)(=O)CCl
CAS データベース: 587 · 587-65-5(CAS DataBase Reference)
EPAの化学物質情報: 2 · 2-Chloroacetanilide (587-65-5)

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (95.1%): 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 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazards SummaryAn irritant; May induce methemoglobinemia; [Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (95.1%)

安全と保護具

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

Non-Human Toxicity Excerpts · 2 件

2-CHLORO-N-PHENYLACETAMIDE SHOWED RELATIVELY WEAK CHOLINE ACETYLTRANSFERASE INHIBITION ACTIVITY.

The effects of 2-chloroacetanilide (2-CAA), 3-chloroacetanilide (3-CAA) and 4-chloroacetanilide (4-CAA) on liver and kidney function and morphology were examined in rats. Male Fischer 344 rats were given a single ip injection of a chloroacetanilide at 0.5, 1.0 or 1.5 millimole/kg. Renal function was monitored for 24 or 48 hr following dosing. At 24 or 48 hr, liver function and tissue morphology were determined. At the two lower dose levels,all three chloroacetanilide isomers decr food and water intake on day 1 after treatment. Food intake remained depressed in 2-CAA and 3-CAA treated animals on the second day, but water intake was normal. Urinary protein excretion on day 1 was incr only in rats treated with 4-CAA. Blood urea nitrogen concn was not incr in any group at 48 hr while kidney weight was incr only in the 3-CAA treated group. Hepatic weight was incr at 48 hr in rats treated with 3-CAA and 4-CAA. Plasma alanine aminotransferase activity was incr at 48 hr only in the 4-CAA group. In additional studies, renal cortical slices from untreated rats were incubated with a chloroacetanilide or vehicle and the effect on organic ion accumulation was determined. Chloroacetanilides were shown to directly alter renal function in an isomer specific manner.

安全データ

wgk: 3
rtecs: AE1000000
hs_code: 2921420090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids
有毒物質データの: 587-65-5(Hazardous Substances Data)

化学と産業

用途と製造

UsesNot commercially produced in the US; [HSDB]

U.S. Exports · 2 件

(1977) No Data

(1979) No Data

U.S. Imports · 2 件

(1977) No Data

(1979) No Data

U.S. Production · 2 件

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

応用分野 · 2 件

使用2-Chloro-N-phenylacetamide is used as a reagent in the synthesis of indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones which exhibit anticancer and antimicrobial activities in vitro.

一般的な説明2-Chloro-N-phenylacetamide, also known as chloroacetanilide, can be prepared by reacting aniline with chloroacetylchloride in glacial acetic acid. The analysis of its crystal structure shows the presence of N-H...O hydrogen bonds between the molecules.