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化工社化工社 化学情報印刷レポート · 研究参考用
HCID 2083作成日：2026年10月27日

アルブテロール

(S)-4-ヒドロキシ-3-(ヒドロキシメチル)-α-[[(tert-ブチル)アミノ]メチル]ベンジルアルコール · 4-ヒドロキシ-α-[(tert-ブチルアミノ)メチル]-1,3-ベンゼンジメタノール · (±)-アルブテロール · アルブテロール · rac-(R*)-4-ヒドロキシ-3-(ヒドロキシメチル)-α-[[(tert-ブチル)アミノ]メチル]ベンジルアルコール · 4-ヒドロキシ-3-ヒドロキシメチル-α-[(tert-ブチルアミノ)メチル]ベンジルアルコール · rac-(R*)-1-(4-ヒドロキシ-3-ヒドロキシメチルフェニル)-2-(1,1-ジメチルエチルアミノ)エタノール · rac-(R*)-1-(4-ヒドロキシ-3-ヒドロキシメチルフェニル)-2-tert-ブチルアミノエタノール

https://huagongshe.com/ja/chemical/2083

アルブテロール の分子構造式

識別子と物理属性

CAS No.18559-94-9
分子式C13H21NO3
平均分子量239.31 g/mol
単同位体質量239.15214353 g/mol
SMILESCC(C)(C)NCC(O)c1ccc(O)c(CO)c1
InChIKeyNDAUXUAQIAJITI-UHFFFAOYSA-N
PubChem CID2083
ChEMBLCHEMBL714
ChEBICHEBI:2549
EC No.242-424-0
DTXSIDDTXSID5021255
現地名アルブテロール

化学・物理的性質

XLogP0.3
極性表面積72.7
水素結合供与体数4
水素結合受容体数4
回転可能結合数5
重原子数17
形式電荷0
複雑度227
物質分類Pharmaceutical
医薬品Pharmaceuticals
LogP（分配係数）log Kow = 0.64 /Estimated/1.4
Color/FormWhite to off-white crystalline solidCrystalline powder from ethanol-ethyl acetate or ethyl acetate-cyclohexane
溶解度Soluble in ethanol, sparingly soluble in water, and very soluble in chlorform.Soluble in most organic solvents.In water, 1.43X10+4 mg/L, temp not specified2.15e+00 g/L水に溶けにくく、エタノールに溶ける（96%）。17.95g/L(25℃)
Human DrugsBreast FeedingLactationMilk, HumanAnti-Asthmatic AgentsBronchodilator AgentsBeta Adrenergic AgonistsFDA approved drugs -> Active ingredientPharmaceuticalsAntiasthmatic and medicines for chronic obstructive pulmonary disease
融点147-149151 °C (Lunts)157-158 °C (Collins)157 - 158 °C157-160℃
蒸気圧8.9X10-9 mm Hg at 25 °C /Estimated/
Optical RotationMW: 275.58. Crystallized as the monohydratechanges crystalline form at 175 °Cdecopmoses 188-195 °C. Specific optical rotation: -32.2 deg @ 20 °C/D (c = 0.1 in water) /(R)-form hydrochloride/
ヘンリー定数Henry's Law constant = 6.4X10-16 atm-cu m/mole at 25 °C /Estimated/
Physical DescriptionSolid
Dissociation Constants10.3pKa1 = 9.2 (amine nitrogen)pKa2 = 10.7 (phenolic -OH) /Estimated/
沸点381.97°C (rough estimate)
密度1.0700 (rough estimate)
屈折率1.4800 (estimate)
貯蔵条件2-8°C
pKa（酸解離定数）pKa 9.07(H2O t = 25.0±0.05 I = 0.10) (Uncertain)10.37(H2O t = 25.0±0.05 I = 0.10) (Uncertain)
外観・状態Solid
色白い
Merck13,215
BRN6405698
ヘンリー定数1.5×1010 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class3
安定性安定していますが、光に敏感です。強力な酸化剤とは相容れない。
主な用途臨床検査
InChI1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3
InChIKeyNDAUXUAQIAJITI-UHFFFAOYSA-N
SMILESCC(C)(C)NCC(O)c1ccc(O)c(CO)c1
LogP（分配係数）0.64
CAS データベース18559-94-9(CAS DataBase Reference)
EPAの化学物質情報1,3-Benzenedimethanol, .alpha.1-[[(1,1-dimethylethyl)amino]methyl]-4-hydroxy- (18559-94-9)

化学的特性

solid

安全性と法規制

GHS 分類WarningH302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報Status: Active Update: 28-11-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/215481,3-Benzenedimethanol, .alpha.1-(1,1-dimethylethyl)aminomethyl-4-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard
その他の安全情報IMAP assessments - 1,3-Benzenedimethanol, .alpha.1-[[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-: Environment tier I assessment
FDA 要件The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl albuterol, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl albuterol sulfate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Albuterol Sulfate/Certain other dosage form new animal drugs. Albuterol. Indications for use: for the immediate relief of bronchospasm and bronchoconstriction associated with reversible airway obstruction in horses. Limitations: Not for use in horses intended for food.
Hazard Classes and CategoriesAcute Tox. 4 (98%)
保管条件Albuterol sulfate tablets, extended-release tablets, and the oral solution should be stored at 2-30 °C, unit-dose packages of the extended-release tablets should be protected from excessive moisture. /Albuterol sulfate/Preparations containing albuterol or albuterol sulfate should be stored in well-closed, light resistant containers. Commercially available metered-dose albuterol and albuterol sulfate inhalers should be stored at 15-30 adn 15-25 °C, respectively.
処分方法SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality

用途

用途

サルブタモール(Salbutamol)は短時間作用性β2アドレナリン受容体刺激剤であり、喘息や慢性閉塞性肺疾患における気管支痙攣のリリーフに使われる。米国ではアルブテロール(米国一般名Albuterol)と呼ばれる。 サルブタモールは世界中でもっともよく処方されている気管支拡張剤であり、吸入(定量噴霧式吸入器、ネブライザー)、経口(錠剤、シロップ)の形で投薬される。 サルブタモールは気管支平滑筋のほかに、子宮平滑筋も弛緩させるため、早産防止のために静脈注射で投与されることもある(日本では用法外)。また、β刺激剤の副作用として脂肪燃焼、骨格筋増強の効果があり、海外ではダイエットやボディビルディングの目的でサルブタモールの錠剤が使用されることもある。

説明

Albuterol is a β2-adrenergic sympathomimetic amine with pharmacological similarities to terbutaline. It has almost no effect on β1-adrenoreceptors of the heart. It has expressed broncholytic effects—prevention or relief of bronchi spasms, lowering respiratory tract resistance, and increasing the vital capacity of the lungs.

来歴

In 1968, Salbutamol (Albuterol) will become the most prescribed bronchodilator in the world. Discovered by DAVID HARTLEY, DAVID JACK, LAWRENCE LUNTZ AND ALEXANDER RITCHIE of the British company Allen and Hanburys, former division of Glaxo-smith kline marketed under the name of Ventolin; who will stop the acute crisis and save the life of the asthmatic.In 2008, a study shows its action in cases of neuromuscular diseases.In February 2020, the U.S. Food and Drug Administration (FDA) approved the first generic of an albuterol sulfate inhalation aerosol for the treatment or prevention of bronchospasm in people four years of age and older with reversible obstructive airway disease and the prevention of exercise-induced bronchospasm in people four years of age and older. The FDA granted approval of the generic albuterol sulfate inhalation aerosol to Perrigo Pharmaceutical.

使用

immune suppressant, antineoplastic, antiviral

一般的な説明

Standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706019, T706030, T706020. Salbutamol is classified under the β-agonist group of chemicals which are known to possess powerful pharmacological activities.

potential migration in soil or water
effects on animal, aquatic, and plant life
and conformance with environmental and public health regulations.
相互作用Following single-dose IV or oral administration of albuterol to healthy individuals who had received digoxin for 10 days, a 16-22% decrease in serum digoxin concentration was observed.Epinephrin, other orally inhaled sympathomimetic amines: May increase sympathomimetic effects and risk of toxicity. Avoid use together /with albuterol/.MAO inhibitors, tricyclic antidepressants: Serious cardiovascular effects and risk of toxicity. Avoid use together /with albuterol/.Propanolol, other beta blockers: May antagonize effects of albuterol. Use together cautiously.
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a water solubility of 1.41X10+4 mg/L(2) and a regression-derived equation(3), indicates that albuterol is expected to have very high mobility in soil(SRC). However, the estimated pKa of albuterol is 10(4), indicating that this compound may partially exist in the protonated form in the environment. Cations generally adsorb more strongly to organic carbon and clay than their neutral counterparts(5), suggesting that mobility may be much lower in some soils(SRC). Volatilization of albuterol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.4X10-16 atm-cu m/mole(SRC), using a fragment constant estimation method(6). Albuterol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.9X10-9 mm Hg(SRC), determined from a fragment constant method(7).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a water solubility of 1.41X10+4 mg/L(2) and a regression-derived equation(3), indicates that albuterol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 6.4X10-16 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). The pKa1 and pKa2 of albuterol are 9.2 and 10.7(5), respectively, indicating that this compound will partially exist in the protonated in the environment and cations generally adsorb more strongly to suspended solids and sediment than their neutral counterparts(6). According to a classification scheme(7), an estimated BCF of 3(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), albuterol, which has an estimated vapor pressure of 8.9X10-9 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase albuterol may be removed from the air by wet and dry deposition(SRC).
有害作用The primary adverse effects of albuterol therapy are tremors and nervousness, and although they can occur at any age, they are predominantly observed in children aged 2 to 6. Tremors result from the activation of β2-receptors found on motor nerve terminals, leading to an increase in intracellular cAMP. These adverse effects occur in approximately 1 in every 5 patients. Additional adverse effects include insomnia and nausea, which occur in approximately 1 in every 10 patients. Less common adverse effects may include fever, bronchospasm, vomiting, headache, dizziness, cough, allergic reactions, otitis media, epistaxis, increased appetite, urinary tract infections, dry mouth, gas, hyperhidrosis, pain, dyspepsia, hyperactivity, chills, lymphadenopathy, ocular pruritus, sweating, conjunctivitis, and dysphonia. Albuterol also has been shown to increase blood pressure levels and may cause hypokalemia. Although rare, occurrences of increased blood glucose concentrations, prolonged QTc interval, and ST-segment depression have been reported.
暴露経路Systemic absorption is rapid following aerosol administration.
毒性の概要Signs and Symptoms of OverdoseSalbutamol is a beta(2)-adrenergic agonist and thus it stimulates beta(2)-adrenergic receptors. Binding of albuterol to beta(2)-receptors in the lungs results in relaxation of bronchial smooth muscles. It is believed that salbutamol increases cAMP production by activating adenylate cyclase, and the actions of salbutamol are mediated by cAMP. Increased intracellular cyclic AMP increases the activity of cAMP-dependent protein kinase A, which inhibits the phosphorylation of myosin and lowers intracellular calcium concentrations. A lowered intracellular calcium concentration leads to a smooth muscle relaxation and bronchodilation. In addition to bronchodilation, salbutamol inhibits the release of bronchoconstricting agents from mast cells, inhibits microvascular leakage, and enhances mucociliary clearance.
Effluent ConcentrationsAlbuterol has been reported in unspecified influent waters at a maximum concentration of 0.17 ug/L(1). Concentrations of <0.025 to 0.17 ug/L have been reported in unspecified sewage effluents(2).
Soil Adsorption/MobilityThe Koc of albuterol is estimated as 23(SRC), using a water solubility of 1.41X10+4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that albuterol is expected to have very high mobility in soil. However, the estimated pKa1 and pKa2 values for albuterol are 9.2 and 10.7, respectively(4), indicating that this compound may partially exist in the protonated form in the environment. Cations generally adsorb more strongly to organic carbon and clay than their neutral counterparts(5), suggesting that mobility may be much lower in some soils(SRC).
Human Toxicity Excerpts/HUMAN EXPOSURE STUDIES/ During worldwide marketing experience, various congenital anomalies, including cleft palate and limb defects, have been reported in the offspring of patients being treated with albuterol. Some of the mothers were taking multiple medication during their pregnancies. No consistent pattern of defects can be discerned, and a relationship between albuterol use and congenital anomalies has not been established./HUMAN EXPOSURE STUDIES/ This study was designed to determine the threshold dose for toxicity, the potential for serious medical complications, and the medical care required after unintentional albuterol ingestion in children. This study was prospective and descriptive. Data were obtained on pediatric albuterol ingestions evaluated emergently as reported to three regional poison control centers. Data elements included dose ingested, physical findings, medical treatment, and outcome. During 18 months, 78 patients who ingested albuterol and who received urgent medical evaluation were identified. Mean age was 2.8 years. The amount ingested ranged from 0.2 to 8.8 mg/kg. The most commonly reported signs of toxicity were tachycardia (57%, 44/78), widened pulse pressure (50%, 27/54), hyperglycemia (50%, 12/24), agitation (45%, 35/78), low serum carbon dioxide (42%, 10/24), vomiting (26%, 20/78), and hypokalemia (26%, 9/35). We found a threshold dose of 1 mg/kg for three or more signs of toxicity (P < 0.01). No patient required any specific treatment for toxicity. Seventy-two percent of patients were discharged from medical care within six hours of ingestion. Albuterol overdose in children causes a variety of cardiovascular, neuromuscular, and metabolic effects that are usually benign. The threshold dose for the development of three or more signs of toxicity is 1 mg/kg or three to 10 times the recommended daily dose. Toxicity is short-lived and does not require specific therapy or hospital admission in most cases./SIGNS AND SYMPTOMS/ signs and symptoms of overdose including exaggeration of common adverse reactions, particularly angina, hypertension, hypokalemia, and seizures. Cardiac arrest may occur./SIGNS AND SYMPTOMS/ Albuterol also has been reported to cause maternal and fetal tachycardia and hyperglycemia (especially in patients with diabetes), as well as maternal hypotension, acute congestive heart failure, pulmonary edema, and death./CASE REPORTS/ Albuterol overdose can lead to tachycardia, hypotension, tremor, hypokalemia, and hyperglycemia in children. Hypoglycemia had been previously reported in only one child. A 3-year-old boy who ingested high-dose albuterol in this report /is described/. On arrival to the emergency department, the child was agitated and had noticeable restlessness, sinus tachycardia, mild hypokalemia (3.2 mEq/L), and hyperglycemia (187 mg/dL). Activated charcoal and intravenous hydration were given, and electrocardiogram monitoring was performed. Sinus tachycardia resolved within 4 to 6 hours. Hypoglycemia (45 mg/dL) was identified 4 hours after admission. The child recovered uneventfully within 24 hours with glucose replacement. This case suggests that hypoglycemia could be a late complication of acute albuterol overdosethus, the period of observation should be extended in these cases.
Artificial Pollution SourcesAlbuterol's production and use as a bronchodilator(1) may result in its release to the environment through various waste streams(SRC).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)AlbuterolvNo-DILI-concernNo matchDOI:10.1016/j.drudis.2016.02.015
Environmental BioconcentrationAn estimated BCF of 3 was calculated for albuterol(SRC), using a water solubility of 1.41X10+4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
水環境危害等級（WGK）3
RTECS 番号ZE4400000
輸送番号（UN）3249
税関コード2922504500
危険文句（R）22-39/23/24/25-23/24/25-11
危険表示Xn,T,F
安全措置（S）36-45-36/37-16-7
危険等級6.1(b)Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Skin Sens. 1B
包装等級III
貯蔵分類11 - Combustible Solids
有害物質データ18559-94-9(Hazardous Substances Data)