CAS 18263-25-7 2-Bromohexadecanoic acid (HCID 82145)

概要

2-bromohexadecanoic acid is a bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2. It has a role as a fatty acid oxidation inhibitor. It is a 2-bromocarboxylic acid, a long-chain fatty acid, a straight-chain fatty acid and a bromo fatty acid. It is functionally related to a hexadecanoic acid.

名称と識別子

優先名称: 2-Bromohexadecanoic acid
IUPAC: 2-bromohexadecanoic acid
現地名: 2-ブロモパルミチン酸
英語名: 2-Bromohexadecanoic acid
分子式: C16H31BrO2
分子量: 335.32

名称と別名

2-Bromohexadecanoic acid18263-25-72-Bromopalmitic acid2-Bromopalmitatealpha-Bromopalmitic acid2-bromo-hexadecanoic acidDTXSID00377347EI4G5X28ZNSC-58378DTXCID8017734CHEBI:133152alpha-bromopalmitate

名称をさらに表示

2-ブロモヘキサデカン酸α-ブロモパルミチン酸2-ブロモパルミチン酸A-BROMOPALMITIC ACIDα-Bromopalmitic acidBromohexadecanoicacid2-bromo-hexadecanoicaci2-Bromohexadecanoicacid97%

RefChem:467285242-137-0Hexadecanoic acid, 2-bromo-.alpha.-Bromopalmitic acidMFCD00004215CHEMBL118417UNII-7EI4G5X28ZEINECS 242-137-0

データベース識別子

CAS: 18263-25-7
PubChem CID: 82145
DTXSID: DTXSID0037734
ChEMBL: CHEMBL118417
ChEBI: CHEBI:133152
UNII: 7EI4G5X28Z
EC Number: 242-137-0
Nikkaji: J236.233C

物性

構造計算による物性

XLogP: 7.8
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 14
重原子数: 19
形式電荷: 0
複雑度: 207

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Halogenated fatty acids [FA0109]

物理化学的性質

融点: 52 · 52-54 °C
沸点: 403.4 · 403.4±18.0 °C(Predicted)
比重(密度): 1.1985 · 1.1985 (rough estimate)
屈折率: 1.465 · 1.4650 (estimate)
闪点: 113 °C · 113 °C
貯蔵温度: RT
溶解性: 1 g/10mL · メタノール：可溶1g/10mL 無色透明
酸解離定数(Pka): 2.97 · 2.97±0.21(Predicted)
外見: 個体
色: 白い
BRN: 1726517 · 1726517
安定性: -20 °C · -20°C の DMSO またはエタノール溶液で最大 2 か月間保存できます。
InChI: InChI=1S/C16H31BrO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
InChIKey: DPRAYRYQQAXQPE-UHFFFAOYSA-N
SMILES: C(O)(=O)C(Br)CCCCCCCCCCCCCC
CAS データベース: 18263 · 18263-25-7(CAS DataBase Reference)
EPAの化学物質情報: 2 · Hexadecanoic acid, 2-bromo- (18263-25-7)

化学的性質

化学的特性WHITE CRYSTALLINE POWDER

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): 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

Regulatory InformationStatus: Active Update: 26-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27999

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 2915907098
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.

用途と製造

General Manufacturing InformationHexadecanoic acid, 2-bromo-: INACTIVE

応用分野 · 2 件

用途有機合成原料。

一般的な説明PPARδ (peroxisome proliferator-activated receptor, delta isoform) acts as a transcription factor for gene expression as well as playing a role in lipid metabolism regulation; activity of this receptor is ligand-regulated. 2-Bromohexadecanoic acid is a metabolically stable analoge of the fatty acid palmitic acid that has been shown to be a natural ligand for the PPARδ receptor. 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.

調製方法

純化方法Recrystallise the acid from pet ether (b 60-80o, charcoal) and finally from EtOH. The ethyl ester has b 177-178o/2mm, d28 1.0484, n D 1.4560. [IR: Sweet & Estes J Org Chem 21 1426 1956, Beilstein 2 IV 1184.]