デフェリプロン

3-ヒドロキシ-1,2-ジメチル-4(1H)-ピリドン · 1,2-ジメチル-3-ヒドロキシピリジン-4(1H)-オン · 1,2-ジメチル-3-ヒドロキシピリジン-4-オン · 1,2-ジメチル-3-ヒドロキシ-1,4-ジヒドロピリジン-4-オン · L-1【キレート剤】 · 1,2-ジメチル-3-ヒドロキシ-4(1H)-ピリジノン · 1,2-ジメチル-3-ヒドロキシ-4-ピリドン · CP-20【キレート剤】

https://huagongshe.com/ja/chemical/2972

識別子と物理属性

CAS No.	30652-11-0
分子式	C7H9NO2
平均分子量	139.15 g/mol
単同位体質量	139.06332853 g/mol
SMILES	Cc1c(O)c(=O)ccn1C
InChIKey	TZXKOCQBRNJULO-UHFFFAOYSA-N
PubChem CID	2972
ChEMBL	CHEMBL70927
ChEBI	CHEBI:68554
EC No.	629-275-0
DTXSID	DTXSID6040666
現地名	デフェリプロン

化学・物理的性質

XLogP	0.5
極性表面積	40.5
水素結合供与体数	1
水素結合受容体数	3
回転可能結合数	0
重原子数	10
形式電荷	0
複雑度	228
医薬品	PharmaceuticalsPharmaceuticals -> Listed in ZINC15
LogP（分配係数）	log Kow = -0.77
味	Very bitter taste
Color/Form	Needles from water
溶解度	Maximum water solubility of 16–18 g/L at 24°Solubility at 37 °C: water approx 20 mg/mL (pH 7.4)水に溶けます (加温により 5 mg/ml まで)。熱湯に溶ける
Human Drugs	Breast FeedingLactationMilk, HumanChelating AgentsIron Chelating AgentsFDA approved drugs -> Active ingredientEMA approved medicines: Human medicineOther medicines for haemoglobinopathies
融点	272-278266-268 °Calso reported as MP 263-269 °C272-275 °C (lit.)
Stability/Shelf Life	Stable under recommended storage conditions.
Dissociation Constants	3.5pKa1 = 3.3pKa2 = 9.7
Collision Cross Section	123.2 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]124.99 Å² [M+H-H2O]+ [CCS Type: TW
Other Experimental Properties	Hydrophilic chelatorforms red colored complexes with iron
沸点	255.1°C (rough estimate)
密度	1.1997 (rough estimate)
屈折率	1.4800 (estimate)
貯蔵条件	2-8°C
外観・状態	結晶性粉末または針
pKa（酸解離定数）	pKa1 3.3, pKa2 9.7(at 25℃)
色	ホワイトからオフホワイト
Merck	14,2859
安定性	使用時は現地でご用意ください。
InChI	InChI=1S/C7H9NO2/c1-5-7(10)6(9)3-4-8(5)2/h3-4,10H,1-2H3
InChIKey	TZXKOCQBRNJULO-UHFFFAOYSA-N
SMILES	C1(C)N(C)C=CC(=O)C=1O
CAS データベース	30652-11-0(CAS DataBase Reference)

化学的特性

White Needles

安全性と法規制

GHS 分類	This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.WarningH302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
FDA 要件	The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including deferiprone, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Toxic Combustion Products	Special hazards arising from the substance or mixture: Carbon oxides, nitrogen oxides (NOx).
Hazard Classes and Categories	Acute Tox. 4 (97.9%)
Hazardous Reactivities and Incompatibilities	Incompatible materials: Strong oxidizing agents.
消火手順	Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical, or carbon dioxide.Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.
保管条件	Store at 20 deg to 25 °C (68 deg to 77 °F)excursions permitted to 15 deg to 30 °C (59 deg to 86 °F).Keep container tightly closed in a dry and well-ventilated place.
清掃方法	ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.
処分方法	SRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

用途

有機合成原料。

説明

Deferiprone is a lipophilic iron chelator that binds to iron at a molar ratio of 3:1 (ligand: iron). Its active form is available orally, making it the only oral iron chelator. Deferiprone is a member of the 4-pyridone family and is a pyridine 4-4 (1H) -one, with a methyl substitution at positions 1 and 2 and a hydroxyl substitution at position 3. By binding to iron, Deferiprone can remove excess iron from the body and prevent serum iron overload in patients with transfusion-dependent thalassemia. It has chelation and protective effects and is primarily used to treat thalassaemia.

使用

A chelator that could replace disferrioxamine. It is orally and parenterally effective in the removal of iron in vivo from rabbits and mice and also from transferrin and ferritin in vitro

一般的な説明

3-Hydroxy-1,2-dimethyl-4(1H)-pyridone (Hdpp, Deferiprone) is a hydroxy ketone derivative. It reacts with uranyl salts [UO2(NO3)2] in aqueous acidic solution to afford mono nuclear complexes ([UO2(dpp)(Hdpp)2(H2O)]ClO4). X-ray studies have been conducted to examine the structure and geometry of these complexes.