Aprobarbital

Các tên gọi khác (7 ) :

5-(1-Methylethyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
5-Allyl-5-isopropylbarbituric acid
5-Allyl-5-isopropylpyrimidine-2,4,6(1H,3H,5H)-trione
5-Isopropyl-5-allylbarbituric acid
Allypropymal
Alurate
Aprobarbital

Thuốc Gốc

Small Molecule

CAS: 77-02-1

ATC: N05CA05

CTHH: C₁₀H₁₄N₂O₃

PTK: 210.2298

Aprobarbital is a barbiturate derivative synthesized in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed.

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₁₀H₁₄N₂O₃

Phân tử khối

210.2298

Monoisotopic mass

210.100442324

InChI

InChI=1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15)

InChI Key

InChIKey=UORJNBVJVRLXMQ-UHFFFAOYSA-N

IUPAC Name

5-(prop-2-en-1-yl)-5-(propan-2-yl)-1,3-diazinane-2,4,6-trione

Traditional IUPAC Name

aprobarbital

SMILES

CC(C)C1(CC=C)C(=O)NC(=O)NC1=O

Độ tan chảy

141 °C

Độ hòa tan

4080 mg/L (at 25 °C)

logP

1.15

logS

-1.6

pKa (strongest acidic)

8.48

PSA

75.27 Å²

Refractivity

53.45 m³·mol^-1

Polarizability

20.5 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

Number of Rings

Bioavailability

Rule of Five

true

Ghose Filter

true

pKa

7.99 (at 25 °C)

Cơ Chế Tác Dụng : Aprobarbital is a barbiturate derivative synthesized in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed. Aprobarbital (like all barbiturates) works by binding to the GABAA receptor at either the alpha or the beta sub unit. These are binding sites that are distinct from GABA itself and also distinct from the benzodiazepine binding site. Like benzodiazepines, barbiturates potentiate the effect of GABA at this receptor. This GABAA receptor binding decreases input resistance, depresses burst and tonic firing, especially in ventrobasal and intralaminar neurons, while at the same time increasing burst duration and mean conductance at individual chloride channels; this increases both the amplitude and decay time of inhibitory postsynaptic currents. In addition to this GABA-ergic effect, barbiturates also block the AMPA receptor, a subtype of glutamate receptor. Glutamate is the principal excitatory neurotransmitter in the mammalian CNS. Aprobarbital also appears to bind neuronal nicotinic acetylcholine receptors.

Tương Tác Thuốc :

Aminophylline The barbiturate, aprobarbital, decreases the effect of aminophylline.
Betamethasone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, betamethasone.
Clomifene The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, clomifene.
Conjugated Estrogens The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, conjugated estrogens.
Cyclosporine The barbiturate, aprobarbital, increases the effect of cyclosporine.
Dexamethasone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, dexamethasone.
Diethylstilbestrol The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
Doxycycline The anticonvulsant, aprobarbital, decreases the effect of doxycycline.
Estradiol The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, estradiol.
Ethinyl Estradiol This product may cause a slight decrease of contraceptive effect
Felodipine The barbiturate, aprobarbital, decreases the effect of felodipine.
Fludrocortisone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, fludrocortisone.
Folic Acid Folic acid decreases the effect of anticonvulsant, aprobarbital.
Gefitinib The CYP3A4 inducer, aprobarbital, may decrease the serum concentration and therapeutic effects of gefitinib.
Griseofulvin The barbiturate, aprobarbital, decreases the effect of griseofulvin.
Hydrocortisone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, hydrocortisone.
Levonorgestrel Phenobarbital decreases the effect of levonorgestrel
Medroxyprogesterone Acetate The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, medroxyprogesterone.
Megestrol acetate The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, megestrol.
Methadone The barbiturate, aprobarbital, decreases the effect of methadone.
Metronidazole The barbiturate, aprobarbital, decreases the effect of metronidazole.
Nifedipine The barbiturate, aprobarbital, decreases the effect of the calcium channel blocker, nifedipine.
Norethindrone This product may cause a slight decrease of contraceptive effect
Oxtriphylline The barbiturate, aprobarbital, decreases the effect of oxtriphylline.
Prednisolone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, prednisolone.
Prednisone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, prednisone.
Quinidine The anticonvulsant, aprobarbital, decreases the effect of quinidine.
Theophylline The barbiturate, aprobarbital, decreases the effect of theophylline.
Triamcinolone The barbiturate, aprobarbital, may decrease the effect of the corticosteroid, triamcinolone.

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB01352

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6464

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504558

KEGG Compound

http://www.genome.jp/dbget-bin/www_bget?cpd:C07826

KEGG Drug

http://www.genome.jp/dbget-bin/www_bget?drug:D00698

ChemSpider

http://www.chemspider.com/Chemical-Structure.29066.html

PharmGKB

http://www.pharmgkb.org/drug/PA164754809

Wikipedia

http://en.wikipedia.org/wiki/Aprobarbital

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