Oxtriphylline

Các tên gọi khác (5 ) :

Choline theophyllinate
Choline theophylline
Oxtriphylline
Theocolin
Theophyline - choline mixt

bronchodilator agents

Thuốc Gốc

Small Molecule

CAS: 4499-40-5

ĐG : Warner Chilcott Co. Inc. , http://ir.wcrx.com

CTHH: C₁₂H₂₁N₅O₃

PTK: 283.3268

Oxtriphylline is the choline salt form of theophylline. Once in the body, theophylline is released and acts as a phosphodiesterase inhibitor, adenosine receptor blocker, and histone deacetylase activator. Its main physiological reponse is to dilate the bronchioles. As such, oxytriphylline is indicated mainly for asthma, bronchospasm, and COPD (i.e. all the same indications as the other theophyllines). It is marketed under the name Choledyl SA, and several forms of oxytriphylline have been discontinued. In the US, oxtriphylline is no longer available.

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₁₂H₂₁N₅O₃

Phân tử khối

283.3268

Monoisotopic mass

283.164439563

InChI

InChI=1S/C7H8N4O2.C5H14NO/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;1-6(2,3)4-5-7/h3H,1-2H3,(H,8,9,12);7H,4-5H2,1-3H3/q;+1/p-1

InChI Key

InChIKey=RLANKEDHRWMNRO-UHFFFAOYSA-M

IUPAC Name

(2-hydroxyethyl)trimethylazanium; 1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide

Traditional IUPAC Name

1,3-dimethyl-2,6-dioxo-7H-purin-7-ide; choline

SMILES

C[N+](C)(C)CCO.CN1C2=C([N-]C=N2)C(=O)N(C)C1=O

Độ hòa tan

Soluble in alcohol and water.

logP

-0.77

logS

-1.9

pKa (strongest acidic)

7.82

pKa (Strongest Basic)

-0.78

PSA

66.4 Å²

Refractivity

45.51 m³·mol^-1

Polarizability

16.49 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

Number of Rings

Bioavailability

Rule of Five

true

Dược Lực Học : Oxtriphylline is a bronchodilator. Oxtriphylline works in several ways: it relaxes muscles in your lungs and chest to allow more air in, decreases the sensitivity of your lungs to allergens and other substances that cause inflammation, and increases the contractions of your diaphragm to draw more air into the lungs.

Cơ Chế Tác Dụng : Oxtriphylline is the choline salt form of theophylline. Once in the body, theophylline is released and acts as a phosphodiesterase inhibitor, adenosine receptor blocker, and histone deacetylase activator. Its main physiological reponse is to dilate the bronchioles. As such, oxytriphylline is indicated mainly for asthma, bronchospasm, and COPD (i.e. all the same indications as the other theophyllines). It is marketed under the name Choledyl SA, and several forms of oxytriphylline have been discontinued. In the US, oxtriphylline is no longer available. Oxtriphylline is a choline salt of theophylline. After ingestion, theophylline is released from oxytriphylline, and theophylline relaxes the smooth muscle of the bronchial airways and pulmonary blood vessels and reduces airway responsiveness to histamine, methacholine, adenosine, and allergen. Theophylline competitively inhibits type III and type IV phosphodiesterase (PDE), the enzyme responsible for breaking down cyclic AMP in smooth muscle cells, possibly resulting in bronchodilation. Theophylline also binds to the adenosine A2B receptor and blocks adenosine mediated bronchoconstriction. In inflammatory states, theophylline activates histone deacetylase to prevent transcription of inflammatory genes that require the acetylation of histones for transcription to begin.

Dược Động Học :

▧ Absorption :
After ingestion, theophylline is released from oxytriphylline in the acidic environment of the stomach.
▧ Volume of Distribution :
Theophylline has an apparent volume of distribution of 0.3–0.7 L/kg in children and adults, and the Vd is about twice that of an adult in premature infants.
▧ Protein binding :
With a serum concentrations of 17 mcg/mL, adults and children have about 56% theophylline bound to plasma protein, and premature infants have about 36%.
▧ Metabolism :
Theophylline undergoes hepatic metabolism to 1,3-dimethyluric acid, 1-methyluric acid, and 3-methylxanthine.
▧ Route of Elimination :
The kidneys are the main route of elimination for both theophylline and its metabolites, but some unchanged theophylline is eliminated in the feces.
▧ Half Life :
The serum half life varies greatly between patients and in age. The half life range for a healthy, nonsmoking adult is 3-12.8 hours, for children is 1.5–9.5 hours, and for for premature infants is 15–58 hours.
▧ Clearance :
Theophylline has an average clearance in children (over 6 months) of 1.45 mL/kg per minute, and in healthy, nonsmoking adults of 0.65 mL/kg per hour.

Độc Tính : Symptoms of toxicity include abdominal pain (continuing or severe), confusion or change in behavior, convulsions (seizures), dark or bloody vomit, diarrhea, dizziness or lightheadedness, fast and/or irregular heartbeat, nervousness or restlessness (continuing), and trembling (continuing).

Chỉ Định : Used to treat the symptoms of asthma, bronchitis, COPD, and emphysema.

Tương Tác Thuốc :

Aciclovir Aciclovir may increase the effect and toxicity of oxtriphylline.
Adenosine This xanthine decreases the effect of adenosine
Amobarbital The barbiturate, amobarbital, decreases the effect of oxtriphylline.
Aprobarbital The barbiturate, aprobarbital, decreases the effect of oxtriphylline.
Atracurium Theophylline decreases the effect of muscle relaxant
Butabarbital The barbiturate, butabarbital, decreases the effect of oxtriphylline.
Butalbital The barbiturate, butalbital, decreases the effect of oxtriphylline.
Butethal The barbiturate, butethal, decreases the effect of oxtriphylline.
Carbamazepine Carbamazepine may decrease the serum concentration of oxtriphylline. Oxtriphylline may decrease the serum concentration of carbamazepine. Monitor for changes in the therapeutic effect of both agents if concomitant therapy is initiated, discontinued or dose changed.
Carteolol Antagonism of action and increased effect of theophylline
Cimetidine Cimetidine may increase the serum concentration of oxtriphylline by decreasing its metabolism. Monitor for changes in the therapeutic and adverse effects of oxtriphylline if cimetidine is initiated, discontinued or dose changed.
Ciprofloxacin Ciprofloxacin may increase the effect of oxtriphylline.
Clarithromycin Clarithromycin may increase the effect and toxicity of oxtriphylline.
Dihydroquinidine barbiturate The barbiturate, dihydroquinidine barbiturate, decreases the effect of oxtriphylline.
Disulfiram Disulfiram may increase the effect and toxicity of oxtriphylline.
Doxacurium chloride Theophylline decreases the effect of muscle relaxant
Enoxacin Enoxacin may increase the effect of oxtriphylline.
Erythromycin The macrolide, erythromycin, may increase the effect and toxicity of the theophylline derivative, oxtriphylline.
Ethinyl Estradiol The contraceptive increases the effect and toxicity of theophylline
Ethotoin Decreased effect of both products
Fluvoxamine Fluvoxamine may increase the therapeutic and adverse effects of oxtriphylline.
Fosphenytoin Decreased effect of both products
Grepafloxacin Grepafloxacin may increase the effect of oxtriphylline.
Halothane Increased risk of cardiac arrhythmia
Heptabarbital The barbiturate, heptabarbital, decreases the effect of oxtriphylline.
Hexobarbital The barbiturate, hexobarbital, decreases the effect of oxtriphylline.
Interferon Alfa-2a, Recombinant Interferon increases the effect and toxicity of theophylline
Interferon Alfa-2b, Recombinant Interferon increases the effect and toxicity of theophylline
Interferon alfa-n1 Interferon increases the effect and toxicity of theophylline
Isoniazid Isoniazid may increase the effect and toxicity of oxtriphylline.
Josamycin The macrolide, josamycin, may increase the effect and toxicity of the theophylline derivative, oxtriphylline.
Lithium Theophylline decreases serum levels of lithium
Mephenytoin Decreased effect of both products
Mestranol The contraceptive increases the effect and toxicity of theophylline
Methohexital The barbiturate, methohexital, decreases the effect of oxtriphylline.
Methylphenobarbital The barbiturate, methylphenobarbital, decreases the effect of oxtriphylline.
Metocurine Theophylline decreases the effect of muscle relaxant
Mexiletine Mexiletine increases the effect and toxicity of theophylline
Mivacurium Theophylline decreases the effect of muscle relaxant
Nadolol Antagonism of action and increased effect of theophylline
Norfloxacin Norfloxacin may increase the effect of oxtriphylline.
Pancuronium Theophylline decreases the effect of muscle relaxant
Pefloxacin Pefloxacin may increase the effect of oxtriphylline.
Peginterferon alfa-2a Interferon increases the effect and toxicity of theophylline
Peginterferon alfa-2b Interferon increases the effect and toxicity of theophylline
Penbutolol Antagonism of action and increased effect of theophylline
Pentobarbital The barbiturate, pentobarbital, decreases the effect of oxtriphylline.
Pentoxifylline Pentoxifylline increases the effect and toxicity of theophylline
Phenobarbital The barbiturate, phenobarbital, decreases the effect of oxtriphylline.
Phenytoin Decreased effect of both products
Pindolol Antagonism of action and increased effect of theophylline
Primidone The barbiturate, primidone, decreases the effect of oxtriphylline.
Propafenone Propafenone increases the effect of theophylline
Propranolol Antagonism of action and increased effect of theophylline
Quinidine barbiturate The barbiturate, quinidine barbiturate, decreases the effect of oxtriphylline.
Rifampicin Rifampin may decrease the effect and toxicity of oxtriphylline.
Ritonavir Ritonavir decreases the effect of theophylline
Rofecoxib Rofecoxib increases the effect and toxicity of theophylline
Secobarbital The barbiturate, secobarbital, decreases the effect of oxtriphylline.
Sotalol Antagonism of action and increased effect of theophylline
St. John's Wort St. John's Wort decreases the effect of theophylline
Tacrine Tacrine increases the effect and toxicity of theophylline
Talbutal The barbiturate, talbutal, decreases the effect of oxtriphylline.
Terbinafine Terbinafine increases the effect and toxicity of theophylline
Thiabendazole Thiabendazole increases the effect and toxicity of theophylline
Ticlopidine Ticlopidine increases the effect and toxicity of theophylline
Timolol Antagonism of action and increased effect of theophylline
Troleandomycin The macrolide, troleandomycin, may increase the effect and toxicity of the theophylline derivative, oxtriphylline.
Tubocurarine Theophylline decreases the effect of muscle relaxant
Vecuronium Theophylline decreases the effect of muscle relaxant
Verapamil Verapamil increases the effect of theophylline
Zileuton Zileuton increases the effect and toxicity of theophylline

Liều Lượng & Cách Dùng : Elixir - Oral
Syrup - Oral
Tablet - Oral
Tablet, extended release - Oral - 400MG

Dữ Kiện Thương Mại

Giá thị trường

Biệt dược thương mại : Pms-Oxtriphylline 20 mg/ml Elixir

Giá bán buôn : USD >0.02

Đơn vị tính : ml
Biệt dược thương mại : Choledyl 20 mg/ml Elixir

Giá bán buôn : USD >0.04

Đơn vị tính : ml

Nhà Sản Xuất

Công ty : Warner Chilcott

Sản phẩm biệt dược : Choledyl
Công ty : Sannova

Sản phẩm biệt dược : Theocolin

Đóng gói

Công ty : Warner Chilcott Co. Inc.

Website : http://ir.wcrx.com

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB01303

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=656652

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507376

KEGG Drug

http://www.genome.jp/dbget-bin/www_bget?drug:D02017

ChemSpider

http://www.chemspider.com/Chemical-Structure.571001.html

PharmGKB

http://www.pharmgkb.org/drug/PA164748137

Wikipedia

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

Drugs.com

http://www.drugs.com/mtm/oxtriphylline.html

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