基本情報
- CAS
61-76-7- 標準SMILES
CNC[C@H](O)c1cccc(O)c1.Cl- InChIKey
OCYSGIYOVXAGKQ-FVGYRXGTSA-N- 分子式
- C9H13NO2.ClH
- 平均分子量
- 203.66 g/mol
- 単同位体質量
- 203.0713064
概要
Phenylephrine hydrochloride is an odorless white microcrystalline powder. Bitter taste. pH (1% aqueous solution) about 5. (NTP, 1992)
名称と識別子
- 優先名称
- Phenylephrine Hydrochloride
- IUPAC
- 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol;hydrochloride
- 現地名
- 塩酸 フェニレフリン
- 英語名
- (R)-Phenylephrine Hydrochlorid
- 分子式
- C9H13NO2.ClH
- 分子量
- 203.67
名称と別名
名称をさらに表示
データベース識別子
- CAS
61-76-7- PubChem CID
- 5284443
- DTXSID
DTXSID3021142- ChEMBL
CHEMBL1200339- UNII
- 04JA59TNSJ
- EC Number
- 200-517-3
物性
構造計算による物性
- 極性表面積
- 52.5 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 3
- 回転可能結合数
- 3
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 130
実験および物理化学的性質
Human Drugs
Breast Feeding; Lactation; Milk, Human; Adrenergic Agents; Adrenergic Alpha-Agonists; Antiglaucoma Agents; Sympathomimetics; Vasoconstrictor Agents; Nasal Decongestants
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
物理化学的性質
- 融点
- 143 · 143-145 °C(lit.)
- 比旋光度
- -47 · -47 º (c=2, H2O)
- 比重(密度)
- 1.2652 g/cm³ · 1.2652 g/cm³(Temp: 25 °C; Press: 750 Torr)
- 屈折率
- -45.5 ° · -45.5 ° (C=1, H2O)
- 闪点
- 9 ℃ · 9℃
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 96 %)。 · 水とエタノールに溶けやすい(96%)。
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 1 · pK1 8.77; pK2 9.84(at 25℃)
- 色
- 白~ほぼ白
- PH
- pH (10g/L, 25℃) : 4.5~5.5
- 水溶解度
- 10 g/100 · >=10 g/100 mL at 21 ºC
- Merck
- 14 · 14,7286
- BRN
- 4158948 · 4158948
- 安定性
- 吸湿性
- 主な用途
- 医薬品(低分子化合物)
- InChI
- 1S/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1
- InChIKey
- OCYSGIYOVXAGKQ-FVGYRXGTSA-N
- SMILES
- OC1=CC([C@H](CNC)O)=CC=C1.Cl
- LogP
- -0.31 · -0.310
- CAS データベース
- 61 · 61-76-7(CAS DataBase Reference)
- EPAの化学物質情報
- Phenylephrine hydrochloride (61-76-7)
化学的性質
化学的特性white to almost white crystalline powder
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.3% (1 of 387) of reports.
Warning
H302 (90.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 387 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
REACH registered substance: Phenylephrine hydrochloride (EC: 200-517-3)
Phenylephrine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Health Hazards
SYMPTOMS: Symptoms of exposure to this compound may include tremor, insomnia and palpitations. Other symptoms include excessive central nervous system stimulation resulting in excitement and restlessness; tachycardia, hypertension, pallor, mydriasis, hyperglycemia and urinary retention. Severe overdosage may cause tachypnea or hyperpnea, hallucinations, convulsions and delirium. In some cases it may cause central nervous system depression with somnolence, stupor and respiratory depression. Arrhythmias (including ventricular fibrillation) may lead to hypotension and circulatory collapse. Severe hypokalemia can occur. Other symptoms include blanching and a feeling of coolness of the skin, pressor response, anxiety, nervousness, weakness, headache, dizziness and vomiting. It has an adverse effect on intraocular pressure, corneas, conjunctiva and lids. Trembling and perspiration may occur. Exposure to this compound may cause peripheral vasoconstriction, an increase in arterial pressure, reflex bradycardia and a rise in blood pressure Extravasation of the injection may cause tissue necrosis. Exposure may also cause ventricular dysrrhythmias, a sensation of fullness in the head, tingling, irritation, local discomfort at the site of application, cardiac arrhythmia or cardiac arrests, and death. It has caused acute pulmonary edema with associated hypertension in infants. Hypersensitive persons may experience mild stinging (transient).
安全と保護具
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
毒性情報
Carcinogen Classification
Phenylephrine Hydrochloride
TR-322: Toxicology and Carcinogenesis Studies of Phenylephrine Hydrochloride (CASRN 61-76-7) in F344/N Rats and B6C3F1 Mice (Feed Studies) (1987 )
03/26/86
No Evidence
No Evidence
No Evidence
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DO7525000
- ridadr
- 3249
- 毒性
- LD50 in rats (mg/kg): 17 ±1.1 i.p.; 33 ±2.0 s.c. (Warren, Werner)
- hs_code
- 29225090
- risk_code
- 22-36/37/38-39/23/24/25-23/24/25-11
- hazard_code
- Xn,T,F
- safety_code
- 26-36-37/39-45-36/37-16-7
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 OralSkin Sens. 1B
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
FDA Pharmacological Classification
NASAL
Vasoconstriction [PE]; Imidazolines [CS]; Increased Sympathetic Activity [PE]; Vasoconstrictor [EPC]
NASAL PHENYLEPHRINE HYDROCHLORIDE
Adrenergic alpha1-Agonists [MoA]; alpha-1 Adrenergic Agonist [EPC]
PHENYLEPHRINE 10 MG
alpha-1 Adrenergic Agonist [EPC]; Adrenergic alpha1-Agonists [MoA]
MeSH Pharmacological Classification
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics.
Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Drugs used to cause constriction of the blood vessels.
Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993)
Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS.
用途と製造
応用分野
解説(R)-3-hydroxy-α-(methylaminomethyl)benzyl alcohol hydrochloride.C9H13NO2?HCl(203.67).m-ヒドロキシフェナシルクロリドにメチルアミンを反応させ,ついで接触還元し,光学分割すると得られる."融点140~145 ℃(遊離塩基は融点169~172 ℃).[α]20D-46~47°(水).水,エタノールに可溶,エーテルに難溶.アドレナリン作動血管収縮剤として眼科用に使用され,また散瞳(どう)剤として眼底検査に用いられる.LD50 33 mg/kg(ラット,筋肉).[CAS 61-76-7]森北出版「化学辞典(第2版)
用途アドレナリン受容体(α1)に 作用を示します。
用途アドレナリン受容体(α1)に 作用を示します。
用途神経化学研究用。
説明R-(-)-Phenylephrine is an adrenergic α1A receptor agonist (Ki = 1.4 μM) that demonstrates selectivity against the α1B and α1C receptor subtypes (Kis = 23.9 and 47.8 μM, respectively). By stimulating adrenergic α1 receptors, L-phenylephrine can induce aortic smooth muscle contractions, although reported relative affinity and potency values in rabbit are 5-fold weaker compared to that of L-norepinephrine . This compound is frequently used to precontract smooth muscle in preparations designed to study the properties of various vasodilator agents.
使用(R)-Phenylephrine Hydrochloride is an α-Adrenergic agonist. Mydriatic; decongestant.
一般的な説明Odorless white microcrystalline powder. Bitter taste. pH (1% aqueous solution) about 5.
上流・下流製品情報
上流原料
下流製品
サプライヤー100 社
補足説明
定義ChEBI: A hydrochloride that is the monohydrochloride salt of phenylephrine.
関連反応
化合物ノート
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