This product should be stored in ambient temperature.
T1633
Theophylline
≥99% (HPLC), powder, phosphodiesterase inhibitor
Synonym(s):
1,3-Dimethylxanthine, 2,6-Dihydroxy-1,3-dimethylpurine, 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione
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| Size/SKU | Availability | Price |
|---|---|---|
50 g | Available to ship TODAY | $34.60 |
100 g | Available to ship TODAY | $63.80 |
250 g | Available to ship TODAY | $146.00 |
1 kg | Available to ship TODAY | $297.00 |
About This Item
Empirical Formula (Hill Notation):
C7H8N4O2
CAS Number:
Molecular Weight:
180.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-385-7
MDL number:
Beilstein/REAXYS Number:
13463
Assay:
≥99%
Form:
powder
$34.60
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Product Name
Theophylline, anhydrous, ≥99%, powder
grade
anhydrous
Quality Segment
assay
≥99%
form
powder
color
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
originator
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
Gene Information
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)
Application
Biochem/physiol Actions
Phosphodiesterase inhibitor; diuretic; cardiac stimulant; muscle relaxant; asthma medication.
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.
Features and Benefits
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.
Preparation Note
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).
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).
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This Item | |||
|---|---|---|---|
| description anhydrous, ≥99%, powder | description United States Pharmacopeia (USP) Reference Standard | description phyproof® Reference Substance | description ~98%, solid |
| form powder | form - | form powder | form solid |
| assay ≥99% | assay - | assay ≥98.0% (HPLC) | assay ~98% |
| Quality Level 200 | Quality Level - | Quality Level - | Quality Level 200 |
| solubility 0.1 M NaOH: soluble, ammonium hydroxide: soluble, H2O: slightly soluble 8.3 mg/ml, ethanol: moderately soluble, alcohol: 12.5 mg/ml, dilute nitric acid: soluble, aqueous base: soluble, dilute HCl: soluble, 0.1 M HCl: soluble, diethyl ether: slightly soluble, chloroform: soluble 9.1 mg/ml, NH4OH: 50 mg/ml, clear, colorless | solubility - | solubility - | solubility H2O: 1 mg/mL, ethanol: 0.6 mg/mL, 0.1 M NaOH: 2 mg/mL |
| originator Forest Labs | originator - | originator - | originator - |
| Gene Information human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE3A(5139), PDE3B(5140), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144) | Gene Information human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE3A(5139), PDE3B(5140), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144) | Gene Information human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE3A(5139), PDE3B(5140), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144) | Gene Information human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140) |
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Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Repr. 1B
Storage Class
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
PPE (personal protective equipment)
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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