2-Methylpyrazine (HCID 7976)

概要

Methylpyrazine is a member of the class of pyrazines that is pyrazine in which one of the hydrogens is replaced by a methyl group. It is a flavouring agent found in coffee, peanuts and red peppers. It has a role as a flavouring agent, a plant metabolite and a Maillard reaction product.

名称と識別子

優先名称: 2-Methylpyrazine
IUPAC: 2-methylpyrazine
現地名: 2-メチルピラジン
英語名: 2-Methylpyrazine
分子式: C5H6N2
分子量: 94.11

名称と別名

2-METHYLPYRAZINE109-08-0MethylpyrazinePyrazine, methyl-Pyrazine, 2-methyl-2-Methyl-1,4-diazine2-methyl-pyrazinemethyl-pyrazineFEMA No. 3309DTXSID4047620pyrazine, 2-methylRVC6500U9C

名称をさらに表示

2-メチルピラジン3-メチルピラジンメチルピラジン2‐メチルピラジンメチルピラジン, 2-FEMA 3309methyl-pyrazin3-MethylpyrazineMETHYLPYRAZINE, 2-MPZFEMA 3616Methylpiazine

NSC-30412NSC-49138CHEBI:89015RefChem:1113273203-645-8methyl pyrazineMFCD000061422-METHYL PYRAZINE

データベース識別子

CAS: 109-08-0
PubChem CID: 7976
DTXSID: DTXSID4047620
ChEMBL: CHEMBL479791
ChEBI: CHEBI:89015
UNII: RVC6500U9C
EC Number: 203-645-8
Nikkaji: J1.501F

物性

構造計算による物性

XLogP: 0.2
極性表面積: 25.8 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 0
重原子数: 7
形式電荷: 0
複雑度: 54

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Pyrazines

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

FragrancesFragrance Ingredient (2-Methylpyrazine) -> IFRA transparency List

LogP · 2 件

0.21

0.23

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density1.007-1.033

物理化学的性質

融点: -29 °C · -29 °C (lit.)
沸点: 135 °C/761 · 135 °C/761 mmHg (lit.)
比重(密度): 1.03 g/mL · 1.03 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.504(lit.)
FEMA: 3309 · 3309 | 2-METHYLPYRAZINE
闪点: 122 °F · 122 °F
貯蔵温度: 2 · 2-8°C
溶解性: 20.87 mg/mL · >20.87 mg/mL in EtOH with ultrasonic; >49.9 mg/mL in DMSO;
外見: 液体
酸解離定数(Pka): 1.45 · 1.45(at 27℃)
色: 無色透明～微黄色透明
臭い (Odor): 1 %。ナッツココアローストチョコレートピーナッツグリーン · ジプロピレングリコール中1.00%。ナッツココアローストチョコレートピーナッツグリーン
においのタイプ: ナッティ
由来生物: synthetic
水溶解度: 水に完全に混和します。
JECFA Number: 761 · 761
BRN: 105778 · 105778
Henry's Law Constant: 4.5 · 4.5×100 mol/(m3Pa) at 25℃, Buttery et al. (1971)
主な用途: フレーバーそして香料
InChI: 1S/C5H6N2/c1-5-4-6-2-3-7-5/h2-4H,1H3
InChIKey: CAWHJQAVHZEVTJ-UHFFFAOYSA-N
SMILES: Cc1cnccn1
LogP: 0.18 · 0.18
CAS データベース: 109 · 109-08-0(CAS DataBase Reference)
NISTの化学物質情報: Pyrazine, methyl-(109-08-0)
EPAの化学物質情報: Pyrazine, methyl- (109-08-0)

化学的性質

化学的特性2-Methylpyrazine has a nutty, cocoa, green, roasted, chocolate, meaty odor.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1659 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 3 件

Chemical: Pyrazine, methyl-

Regulation (EC) No 1831/2003 (amended)

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

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] An irritant; Harmful by ingestion; [Alfa Aesar MSDS]

Hazard Classes and Categories · 2 件

Flam. Liq. 3 (100%)

Flammable liquids - Category 3

安全データ

wgk: 3
tsca: TSCA listed
rtecs: UQ3675000
ridadr: UN 1993 3/PG 3
毒性: mouse,LD50,intraperitoneal,1820mg/kg (1820mg/kg),Toxicology and Applied Pharmacology. Vol. 17, Pg. 244, 1970.
hs_code: 29339990
risk_code: 10-22-36/37/38
消防法: 危-4-2-III
hazard_code: Xn,Xi,F
safety_code: 26-36-16
hazard_class: 3
packing_group: III
Hazard Classifications: Acute Tox. 4 OralFlam. Liq. 3
ストレージクラス: 3 - Flammable liquids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

UsesUsed as flavoring agent or adjuvant; [FDA]

Use Classification · 4 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationPyrazine, 2-methyl-: ACTIVE

応用分野 · 5 件

用途コーヒー,ポテト,ナッツ類のばい焼フレーパー. ミートプレーパー.(有機化合物辞典 (1985))

説明2-Methylpyrazine has an odor threshold in water variously reported at 60,000 or 105,000 ppb. May be prepared from the corresponding carboxylic acid; by catalytic dehydrogenation of 2-methyl-piperazine; by condensation of methylglyoxal with ethylenediamine.

天然物の起源Reported found in bakery products, roasted barley, cocoa products, coffee, dairy products, cooked meats, peanuts, filberts, pecans, popcorn, potato chips, rum and whiskey, soy product, roasted filberts, roasted almonds, guava, papaya, asparagus, kohlrabi, baked and fried potato, milk, boiled egg, smoked fish, beer, coffee, sesame seed, rice, sukiyaki, buckwheat, sweet corn, corn tortillas, malt, wort, wild rice, okra, crayfish, clam, squid and maté.

使用2-Methylpyrazine is used as flavoring agents in bread fresh bread, butter, chocolate, chocolate cocoa, coffee, meat roasted, nut almond.

一般的な説明2-Methylpyrazine is an alkyl-substituted pyrazine used as a key intermediate in the synthesis of pyrazineamide, an anti-tubercular drug.

調製方法

製造方法From corresponding carboxylic acid; by catalytic dehydrogenation of 2-methyl-piperazine; by condensation of methylglyoxal with ethylenediamine

純化方法Purify it via the picrate and distil the free base. The picrate has m133-134o(from EtOH). [Wiggins & Wise J Chem Soc 4780 1956, Beilstein 23 III/IV 911, 23/5 V 386.]

上流・下流製品情報

上流原料

1,2-プロパンジオンエチレンジアミン (無水)2-メチルピペラジン Pyrazine, 2,3-dimethyl-5-(1Z)-1-propen-1-yl-Pyrazine, 3,5-dimethyl-2-(1Z)-1-propen-1-yl-2-エチル-3,6-ジメチルピラジン 2-エチル-3,5-ジメチルピラジン 2-エチル-3-メチルピラジン 2,3-ジメチルピラジン 2,3,5-トリメチルピラジン

下流製品

2,3,5,6-テトラメチルピラジン 5-メチルピラジン-2-カルボン酸モルホリン 2-フェネチルピラジン 1-フェニル-2-ピラジン-2-イルエタノン 2-(ピラジン-2-イル)酢酸エチル

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

2-メチルピラジン

基本情報

概要