ホルコジン
Pholcodine
基本情報
- CAS
509-67-1- 標準SMILES
CN1CC[C@]23c4c5ccc(OCCN6CCOCC6)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5- InChIKey
GPFAJKDEDBRFOS-FKQDBXSBSA-N- 分子式
- C23H30N2O4
- 平均分子量
- 398.5 g/mol
- 単同位体質量
- 398.22055744
概要
Pholcodine is a morphinane alkaloid that is a derivative of morphine with a 2-morpholinoethyl group at the 3-position. It has a role as an opioid analgesic, an antitussive, a mu-opioid receptor agonist and a drug allergen. It is a morphinane alkaloid and an organic heteropentacyclic compound.
名称と識別子
- 優先名称
- Pholcodine
- IUPAC
- (4R,4aR,7S,7aR,12bS)-3-methyl-9-(2-morpholin-4-ylethoxy)-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
- 現地名
- ホルコジン
- 英語名
- PHOLCODINE
- 分子式
- C23H30N2O4
- 分子量
- 398.5
名称と別名
PHOLCODINEHomocodeineGlycodineCodylinFolcodineNeocodineWeifacodineHibernylPholtexMemineMorpholinylethylmorphineTussokon
名称をさらに表示
プロドロミンジア-ツスホルコジン7,8-ジデヒドロ-4,5α-エポキシ-17-メチル-3-[2-(4-モルホリニル)エトキシ]モルフィナン-6α-オールホルコディンホモコデインコジリンフロコジンペクトリングリコジンメミンエトニンヒベルニル7,8-ジデヒドロ-4,5α-エポキシ-17-メチル-3-(2-モルホリノエトキシ)モルフィナン-6α-オール(1S,5R,13R,14S,17R)-4-メチル-10-[2-(モルホリン-4-イル)エトキシ]-12-オキサ-4-アザペンタシクロ[9.6.1.01,13.05,17.07,18]オクタデカ-7,9,11(18),15-テトラエン-14-オールフォルコジン(5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methyl-3-[2-(4-morpholinyl)ethoxy]morphinan-6-olpha-olGalpholFolkodin
EthnineFolcodinaGalenphol509-67-1BiocalyptolPholcodinumDia-TussEthnine Simplex
物性
構造計算による物性
- XLogP
- 0.8
- 極性表面積
- 54.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 6
- 回転可能結合数
- 4
- 重原子数
- 29
- 形式電荷
- 0
- 複雑度
- 653
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Narcotics
DEA Schedule I Controlled Substance -> Opium derivatives
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Solubility
Slightly soluble
20 mg/mL
Human DrugsPharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point577.8ºC at 760 mmHg
Melting Point
91ºC
91 °C
Physical DescriptionSolid
Dissociation Constants9.3
Collision Cross Section196.1 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated]
物理化学的性質
- 融点
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
Danger
H301 (14.3%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P316, P317, P321, P330, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
DEA schedule I controlled substance
Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-17-methyl-3-2-(4-morpholinyl)ethoxy-, (5.alpha.,6.alpha.)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-17-methyl-3-[2-(4-morpholinyl)ethoxy]-, (5.alpha.,6.alpha.)-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (14.3%)
安全データ
- 毒性
- LD50 oral in mouse: 1gm/kg
化学と産業
薬理情報
ATC Code
R - Respiratory system
QR - Respiratory system
Protein BindingThe protein binding of pholcodine is of approximately of 21-23% and it tends to have a slight variation depending if the administration is chronic.
Pharmacodynamics
The therapeutic doses of pholcodine have been shown not to cause depression of respiration, CNS excitation or other side effects associated with narcotics. It is thought that the impact of pholcodine is selective on the cough center without affecting the respiratory center. Pholcodine is not euphorigenic, and thus, psychological dependence is unlikely. Clinical trials have not shown any evidence of addiction after prolonged administration of pholcodine. It is well reported that pholcodine presents a more considerable respiratory depression effect than codeine and it causes hypotension in the same degree than codeine. Some other noted impacts of pholcodine in preclinical trials are: 1) the induction of histamine release, 2) anti-histaminic effect, 3) anti-acetylcholinic action, 4) anti-convulsant action and 5) mild tranquilizing action.
Mechanism of ActionThe mechanism of action of pholcodine is directly performed in the medulla oblongata. In this site, it exerts analgesic properties on the peripheric reflexogenic receptors. This site is commonly known as the "cough center."
Biological Half-LifeAfter oral administration of 60 mg of pholcodine, the half-life in plasma, saliva and urine are 45, 55 and 45 hours respectively.
Metabolism/Metabolites
The metabolism of pholcodine seems to be very slow and due to the elimination profile, it is thought that most of the administered dose undergoes metabolism. There is some evidence in preclinical trials that indicate that morphine is a minor metabolite of pholcodine and that it accounts for 1% of the administered dose.
MeSH Pharmacological Classification
Compounds capable of relieving pain without the loss of CONSCIOUSNESS.
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…