T1633

Theophylline

≥99% (HPLC), powder, phosphodiesterase inhibitor

• 동의어(들): 1,3-Dimethylxanthine, 2,6-Dihydroxy-1,3-dimethylpurine, 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione
• 실험식(Hill 표기법): C₇H₈N₄O₂
• CAS Number: 58-55-9
• Molecular Weight: 180.16
• Beilstein: 13463
• EC Number: 200-385-7
• MDL number: MFCD00079619
• UNSPSC 코드: 41106305
• PubChem Substance ID: 24277677
• NACRES: NA.77

속성

• product name: Theophylline, anhydrous, ≥99%, powder
• Grade: anhydrous
• 분석: ≥99%
• 형태: powder
• 색상: white
• solubility: H₂O: slightly soluble 8.3 mg/ml; NH₄OH: 50 mg/ml, clear, colorless; alcohol: 12.5 mg/ml; chloroform: soluble 9.1 mg/ml; 0.1 M HCl: soluble; 0.1 M NaOH: soluble; ammonium hydroxide: soluble; aqueous base: soluble; diethyl ether: slightly soluble; dilute HCl: soluble; dilute nitric acid: soluble; ethanol: moderately soluble
• 주관자: Forest Labs
• SMILES string: CN1C(=O)N(C)c2[nH]cnc2C1=O
• InChI: 1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
• InChI key: ZFXYFBGIUFBOJW-UHFFFAOYSA-N
• 유전자 정보: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) , PDE3A(5139) , PDE3B(5140) , PDE4A(5141) , PDE4B(5142) , PDE4C(5143) , PDE4D(5144) ; mouse ... Adora2b(11541) ; rat ... Adora1(29290) , Adora2a(25369) , Adora2b(29316) , Pde1b(29691) , Pde3a(50678)

설명

애플리케이션

Theophylline has been used to study its effects on rat gene expression in the ubiquitin-proteasome pathway that regulates spermatogenesis and epididymal sperm quality. Theophylline has also been used as an internal standard for the measurement of plasma paracetamol levels in humans.

생화학적/생리학적 작용

Theophylline is a tea alkaloid that functions as a nonselective PDE4 inhibitor. It can induce smooth muscle relaxation in the bronchiolae of asthma patients. At increased concentrations, theophylline can function as a reprotoxic agent and can cause infertility by incapacitating Sertoli cells. This subsequently causes the premature release of late differentiating spermatogenic cells.

Phosphodiesterase inhibitor; diuretic; cardiac stimulant; muscle relaxant; asthma medication.

특징 및 장점

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Adenosine Receptors and Phosphodiesterases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

제조 메모

Theophylline dissolves in 1 M NH4OH at 50 mg/ml to yield a clear, colorless solution. It is soluble in 0.1 M HCl, 0.1 M NaOH and is slightly soluble(8.3 mg/ml) in water. It is also moderately soluble in ethanol. Furthermore, it is soluble in alcohol (12.5 mg/ml), and chloroform (9.1 mg/ml), alkali hydroxides, ammonia, dilute hydrochloric or nitric acid, but is sparingly soluble in ether.

The solubility of the methylxanthines is low, but can be enhanced by the formation of complexes (usually 1:1) with a wide variety of compounds such as ethylenediamine (to form aminophylline). The formation of complex double salts (caffeine and sodium benzoate) or true salts (like choline theophyllinate, and oxtriphylline) also improves aqueous solubility. These salts or complexes dissociate to yield the parent methylxanthines when dissolved in biological fluids and should not be confused with covalently modified derivatives such asdyphylline (1,3-dimethyl-7-(2,3-dihydroxypropyl)-xanthine).

안전성 정보

• 픽토그램: GHS06,GHS08
• 신호어: Danger
• 유해 및 위험 성명서: H301,H360D
• 예방조치 성명서: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Repr. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 1
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Faceshields, Gloves