基本情報
- 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
名称をさらに表示
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
- 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
LogP
log Kow = -0.21
-0.21
-0.21
Color/Form
Crystals
LEAVES FROM BENZENE
Solubility
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
216 °C
216.00 to 217.00 °C. @ 760.00 mm Hg
Melting Point
115-116 °C
115 - 116 °C
Vapor Pressure
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.
安全と法規制
GHS分類
GHS Classification
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
Commission Regulation (EC) No 1565/2000 (Repealed by Com.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
安全と保護具
Disposal Methods
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
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)
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.
Environmental Biodegradation
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
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
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)
化学と産業
薬理情報
Absorption, Distribution and Excretion
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.
用途と製造
Methods of Manufacturing
Prepn: ...by a modified Willgerodt reaction.
Prepn: ...from butyronitrile.
Prepn: ... from butyryl chloride.
Prepn: ... from butyric acid.
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Butanamide: ACTIVE
N-BUTYLAMIDE WAS NOT AN EFFECTIVE CRYOPROTECTANT FOR RABBIT SEMEN.
応用分野
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
製造方法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.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
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.
関連反応
関連ノート
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