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ブチルアミド

Butyramide

HCID 10927
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
541-35-5
標準SMILES
CCCC(N)=O
InChIKey
DNSISZSEWVHGLH-UHFFFAOYSA-N
分子式
C4H9NO
平均分子量
87.12 g/mol
単同位体質量
87.06841391

概要

Butanamide is a monocarboxylic acid amide obtained by formal condensation of butanoic acid and ammonia. It is a primary fatty amide and a member of butanamides.

名称と識別子

優先名称
Butyramide
IUPAC
butanamide
現地名
ブチルアミド
英語名
Butyramide
分子式
C4H9NO
分子量
87.12

名称と別名

ButyramideButanamide541-35-5n-ButyramideButanimidic acidN-BUTYLAMIDEButanoic acid, amide9J6OR937VRDTXSID8060248FEMA NO. 4252NSC-8424CHEBI:50724
名称をさらに表示
ブチルアミドn-ブチルアミドブタンアミド酪酸アミドブチルアミド, 98%AMIDE C4BusyramideButyricamiden-C3H7C(O)NH2Butyramide,98%
RefChem:122350DTXCID2041595208-776-4butyrylamideButyramidn-butanamideMFCD00041894NSC 8424

データベース識別子

CAS
541-35-5
PubChem CID
10927
DTXSID
DTXSID8060248
ChEMBL
CHEMBL1231396
ChEBI
CHEBI:50724
UNII
9J6OR937VR
EC Number
208-776-4
Nikkaji
J2.639E

物性

構造計算による物性補完中

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
2
重原子数
6
形式電荷
0
複雑度
51.5

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
SolventsSolvents -> Amides (<C10)
SpringerMaterials PropertiesBoiling point
LogP · 3 件

log Kow = -0.21

-0.21

-0.21

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.8850 @ 120 °C
Color/Form · 2 件

Crystals

LEAVES FROM BENZENE

Solubility · 5 件

Sol in alcohol; slightly sol in ether

INSOL IN BENZENE

In water, 163,000 mg/l @ 15 °C

163 mg/mL at 15 °C

Soluble in water

Boiling Point · 2 件

216 °C

216.00 to 217.00 °C. @ 760.00 mm Hg

Melting Point

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 2 件

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Butanamide: 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] May cause irritation; [Alfa Aesar MSDS] See Dimethylformamide.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

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

Interactions · 3 件

Studies on the effects of antidiuretic hormone (ADH) on diffusion of moderately lipophilic solutes (e.g., butyramide, isobutyramide, & antipyrine, each solute having an oil/water partition > or = 0.0008) across luminal membranes of rabbit cortical collecting tubules, & the effects of ADH on the apparent activation energies (EA, kcal/mol) for water & solute permeation across these tubules revealed that: ADH produced a 60-100% incr in the permeation rates for these solutes, the ADH-dependent apparent EA for water permeation was 9.35 kcal/mol, & the ADH-dependent apparent EA for permeation of moderately lipophilic solutes was in the range 15.8-19.6 kcal/mol. (antidiuretic hormone, Butyramide, Isobutyramide, Antipyrine)

化学と産業

薬理情報

Absorption, Distribution and Excretion · 1 件

Lung endothelial permeabilities were determined by injecting butyramide & other test substances into the jugular vein of anesthetized dogs, followed by analysis of sequential blood samples from the carotid artery. The mathematically derived permeability surface product for butyramide was 42.

Cellular LocationsCytoplasm

用途と製造

UsesUsed as a flavoring agent; [JECFA]
Methods of Manufacturing · 4 件

Prepn: ...by a modified Willgerodt reaction.

Prepn: ...from butyronitrile.

Prepn: ... from butyryl chloride.

Prepn: ... from butyric acid.

Use Classification · 2 件

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2 件

Butanamide: ACTIVE

N-BUTYLAMIDE WAS NOT AN EFFECTIVE CRYOPROTECTANT FOR RABBIT SEMEN.

応用分野 · 2 件

用途有機合成原料。

使用Butyramide was used in the synthesis of hydroxamic acids, electrorheological fluids and β-amodoorganotin compounds. It was used as substrate of (+)-γ-lactamase to develop a microreactor to study enzyme stability, activity, kinetics and substrate specificity.

調製方法 · 1 件

Butyramide is prepared by amination of n-butyric acid. n-Butyric acid is heated with ammonia gas bubbled through it, and the reaction mixture reaches 200–215°C after approximately 40 hours. Heating and ammonia flow are then stopped, and the mixture is cooled below 20°C before filtration to yield butyramide.An alternative method involves reacting n-butyric acid with urea: First, heat a mixture of 8 kg of n-butyric acid and 3 kg of urea under reflux for 10 hours. Allow the mixture to cool to 70–80°C, then add a suitable amount of hot ethanol. Decolorize the hot solution, filter it while hot, and cool. The crude product obtained by filtration is recrystallised from ethanol to yield the final product.

関連反応

14 件
反応記録を作成
HRID 4398 の反応式
HRID 4398反応物としてuspto-grants-1988_02
HRID 299817 の反応式
HRID 299817反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 393350 の反応式
HRID 393350反応物としてuspto-grants-2004_10
HRID 858938 の反応式
HRID 858938反応物としてuspto-grants-2006_12
HRID 1291713 の反応式
HRID 1291713反応物としてuspto-grants-1998_05
HRID 1434700 の反応式
HRID 1434700反応物としてuspto-grants-2009_11
HRID 1475824 の反応式
HRID 1475824反応物としてuspto-grants-2015_04
HRID 1475825 の反応式
HRID 1475825反応物としてuspto-grants-2015_04
1 / 2 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
· 2 件

115-116 °C

115 - 116 °C

Vapor Pressure · 2 件

0.00391 [mmHg]

3.91X10-3 mm Hg @ 25 °C

物理化学的性質

融点
114 · 114-116 °C
沸点
216 °C · 216 °C
比重(密度)
1.03 · 1.03
屈折率
1.456 · 1.4560
FEMA
4252 · 4252 | BUTYRAMIDE
闪点
216 °C · 216°C
貯蔵温度
Sealed in dry,Room Temperature
溶解性
アルコール: 可溶(lit.)
酸解離定数(Pka)
16.67 · 16.67±0.40(Predicted)
外見
powder to crystal
色
White to Almost white
臭い (Odor)
100 · 100.00?%で。ナッツ
水溶解度
溶ける
Merck
14 · 14,1592
JECFA Number
1593 · 1593
BRN
1361528 · 1361528
Henry's Law Constant
3.6 · 3.6×103 mol/(m3Pa) at 25℃, Ebert et al. (2023)
InChI
1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)
InChIKey
DNSISZSEWVHGLH-UHFFFAOYSA-N
SMILES
CCCC(N)=O
LogP
-0.21 · -0.210
CAS データベース
541 · 541-35-5(CAS DataBase Reference)
NISTの化学物質情報
Butanamide(541-35-5)
EPAの化学物質情報
Butanamide (541-35-5)

化学的性質

化学的特性Colorless to white crystalline powder or flakes with nutty aroma; soluble in water and alcohol, slightly soluble in ether.

Pyrazole, previously reported to inhibit ethanol oxidation in rats, also effectively blocked the in vivo metab of methanol, propanol, isopropanol, butanol, & isobutanol. Ethanol metab was also inhibited by a variety of oximes & amides, such as butyramide, isobutyramide, acetaldoxime, isobutyraldoxime, & butyraldoxime.

Radioactive tracer & electrolytic techniques were used to study the transport of nonelectrolytes & Na+, respectively, across toad urinary bladders in the presence & absence of antidiuretic hormone (ADH). The permeability of lipophilic mol was roughly proportional to bulk phase oil/water partition coefficients both in the presence & absence of hormone; i.e., ADH elicited a general nonselective incr in the permeation of butyramide & 8 other solutes tested.

Adverse EffectsNeurotoxin - Acute solvent syndrome
Environmental Biodegradation · 2 件

Bench scale activated sludge assay. Fill and draw operation after 6 hrs 1.3% of theoretical oxygen demand; at 12 hrs 3.8% of theoretical oxygen demand; at 24 hr 6.4% of theoretical oxygen demand.

Reverse osmosis yielded 40.5% rejection from 0.01 M soln.

Non-Human Toxicity Excerpts · 1 件

Treatment of Pleurodeles waltlii or Triturus helveticus cleaving eggs with 1M formamide resulted in complete destruction of mitotic spindles; centrospheres were blocked; mitotic pyknosis with disappearance of nuclei was observed. Pluripolar mitoses in which asters were separated from spindles occurred in Pleurodeles eggs treated with 0.5M formamide. In a comparative study with acetamide, propionamide, & butyramide, the effect on T. helveticus eggs was observed at smaller concn with increasing number of C atoms in the mol.

Antidote and Emergency Treatment · 2 件

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist respirations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Activated charcoal is not effective ... . Do not attempt to neutralize because of exothermic reaction. Cover skin burns with dry, sterile dressings after decontamination ... . /Organic acids and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Early intubation, at the first sign of upper airway obstruction, may be necessary. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic acids and related compounds/

安全データ

wgk
3
tsca
TSCA listed
hs_code
29241900
risk_code
22
hazard_code
Xn
safety_code
24/25
ストレージクラス
13 - Non Combustible Solids
有毒物質データの
541-35-5(Hazardous Substances Data)
製造方法

上流・下流製品情報

上流原料

酪酸アリルシアニド

下流製品

5-メチルイソオキサゾール-3-オール1-メチル-2-ピロリドン2-(5-イソプロピル-5-メチル-4-オキソ-2-イミダゾリン-2-イル)-3-キノリンカルボン酸アセブトロール2-[4,5-ジヒドロ-4-メチル-4-イソプロピル-5-オキソ-1H-イミダゾール-2-イル]-5-エチル-3-ピリジンカルボン酸クロルプロパミドブチルアミン 塩酸塩N-(2-Hydroxyethyl)butanamideN-エチルブチルアミド3-Methylthiopropionamide

補足説明

定義ChEBI: Butanamide is a monocarboxylic acid amide obtained by formal condensation of butanoic acid and ammonia. It is a primary fatty amide and a member of butanamides.