A9657

DL-アミノグルテチミド

• 別名: 3-(4-アミノフェニル)-3-エチル-2,6-ペリジンジオン, 3-(p-アミノフェニル)-3-エチルピペリジン-2,6-ジオン
• 実験式（ヒル表記法）: C₁₃H₁₆N₂O₂
• CAS番号: 125-84-8
• 分子量: 232.28
• NACRES: NA.77
• PubChem Substance ID: 24278142
• UNSPSC Code: 51111800
• EC Number: 204-756-4
• MDL number: MFCD00010122
• Assay: ≥98% (TLC)
• Form: powder or crystals

特性

• biological source: synthetic
• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder or crystals
• color: white
• mp: 152-154 °C (lit.)
• solubility: H₂O: slightly soluble 0.2 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.2 mg/mL, 0.1 M HCl: soluble, acetonitrile: soluble, methanol: soluble
• originator: Novartis
• storage temp.: room temp
• SMILES string: CCC1(CCC(=O)NC1=O)c2ccc(N)cc2
• InChI: 1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)
• InChI key: ROBVIMPUHSLWNV-UHFFFAOYSA-N
• Gene Information: human ... CYP11A1(1583), CYP17A1(1586), CYP19A1(1588) ; rat ... Cyp19a1(25147)

詳細

Application

DL-Aminoglutethimide has been used:

• as a steroid synthesis inhibitor to study its effects on steroid synthesis in amphibian Xenopus laevis oocytes
• as an adrenostatic compound to study its effects on full form Enhanced green fluorescent protein (EGFP) andproopiomelanocortin (POMC) expression in the anterior domain of zebrafish pituitary corticotrophs
• as an inhibitor of steroidogenic enzymes to study its effects on estrogen receptor (ER) mRNA levels in mouse tumor leydig cell line

Biochem/physiol Actions

鎮静薬グルテチミドの誘導体です。当初は抗けいれん薬として導入されましたが、副腎不全を引き起こすことがわかりました。コレステロ-ルからプレグネノロンへの酵素変換を阻害することにより、副腎のステロイド産生を阻止します。

DL-Aminoglutethimide is a derivative of the sedative glutethimide. Originally introduced as an anticonvulsant, it was found to cause adrenal insufficiency. Blocks adrenal steroidogenesis by inhibiting the enzymatic conversion of cholesterol to pregnenolone. It also blocks the peripheral conversion (aromatization) of androgenic precursors to estrogens. The D-isomer is 30 times more potent at inhibiting aromatase activity, whereas the L-isomer is more potent at inhibiting cholesterol side-chain cleavage (steroidogenesis).

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Packaging

底の開いたガラス瓶内容物は内部に挿入され接着された円錐部に入っています。

安全性情報

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• 保管分類: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves