기본 정보
- 표준 SMILES
CCCC(N)=O- InChIKey
DNSISZSEWVHGLH-UHFFFAOYSA-N- 분자식
- C4H9NO
- 평균 분자량
- 87.12 g/mol
- 단동위원소 질량
- 87.06841391
개요
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.
이름 및 식별자
- 우선 이름
- Butyramide
- IUPAC
- butanamide
- 영어명
- Butyramide
- 분자식
- C4H9NO
- 분자량
- 87.12
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
541-35-5- PubChem CID
- 10927
- DTXSID
DTXSID8060248- ChEMBL
CHEMBL1231396- ChEBI
CHEBI:50724- UNII
- 9J6OR937VR
- EC Number
- 208-776-4
- Nikkaji
- J2.639E
물성
구조 계산 물성
- XLogP
- -0.2
- 극성 표면적
- 43.1 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 6
- 형식 전하
- 0
- 복잡도
- 51.5
실험 및 물리화학적 성질
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
물리화학적 성질
- 녹는점
- 114 · 114-116 °C
- 끓는 점
- 216 °C · 216 °C
- 밀도
- 1.03 · 1.03
- 굴절률
- 1.456 · 1.4560
- FEMA
- 4252 · 4252 | BUTYRAMIDE
- 인화점
- 216 °C · 216°C
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 알코올에 용해됨(lit.)
- 산도 계수 (pKa)
- 16.67 · 16.67±0.40(Predicted)
- 물리적 상태
- powder to crystal
- 색상
- 흰색에서 거의 흰색
- 냄새
- 100 · 100.00?%. 견과류
- 수용성
- 녹는
- 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
- NIST
- Butanamide(541-35-5)
- EPA
- Butanamide (541-35-5)
화학적 성질
Colorless to white crystalline powder or flakes with nutty aroma; soluble in water and alcohol, slightly soluble in ether.
안전 및 규제
GHS 분류
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.
유해성 정보
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Commission Regulation (EC) No 1565/2000 (Repealed by Com.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
안전 및 보호
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.
독성 정보
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/
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- HS 번호
- 29241900
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 24/25
- 기존화학 물질
- KE-04191
- 스토리지 클래스
- 13 - Non Combustible Solids
- 유해 물질 데이터
- 541-35-5(Hazardous Substances Data)
화학 및 산업
약리 정보
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.
용도 및 제조
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.
응용 분야
용도Butyramide 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.
제조 방법
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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: 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.
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