Diprophylline Chemical Properties

Melting point:

161-162 °C(lit.)

Boiling point:

397.46°C (rough estimate)

Density 

1.3036 (rough estimate)

refractive index 

1.6200 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Freely soluble in water, slightly soluble in ethanol (96 per cent).

pka

13.74±0.20(Predicted)

form 

Powder

color 

White

Water Solubility 

33 g/100 mL (25 ºC)

Merck 

14,3479

BRN 

284563

Stability:

Hygroscopic

LogP

-1.100 (est)

CAS DataBase Reference

479-18-5(CAS DataBase Reference)

NIST Chemistry Reference

Dyphylline(479-18-5)

EPA Substance Registry System

Dyphylline (479-18-5)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

36-36/37-26

WGK Germany 

3

RTECS 

XH5100000

TSCA 

Yes

HS Code 

29395900

Hazardous Substances Data

479-18-5(Hazardous Substances Data)

Toxicity

LD50 in mice (mg/kg): 3400 orally; 1430 s.c. (Al'tshuler)

MSDS

• Language:English Provider:Diprophylline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

Diprophylline Usage And Synthesis

Description

Dyphylline is the N-7 dihydroxypropyl derivative of theophylline and is not a theophylline salt. Dyphylline does not get metabolized to theophylline in vivo, and even though it contains 70% theophylline by molecular weight ratio, the equivalent amount to theophylline is not known. Dosing must be accomplished independently by monitoring dyphylline blood levels. Dyphylline has a diminished bronchodilator effect compared to theophylline, but it may have lower and less serious side effects. Dosage forms available are an elixir and tablets.

Description

Dyphylline is a xanthine derivative that acts as an A₁ and A₂ adenosine receptor antagonist and phosphodiesterase inhibitor and exhibits bronchodilator and vasodilator effects. It also moderately inhibits microsomal prostaglandin E synthase-1 with an IC₅₀ value of 200 μM and downregulates ABCG2 drug transporter expression in multidrug resistant tumor cells.

Chemical Properties

white to light yellow crystal powder

Originator

Neothylline,Lemmon,US,1948

Uses

PDE inhibitor, bronchodilator, vasodilator

Uses

An adenosine receptor antagonist, phosphodiesterase inhibitor and vasodilator

Definition

ChEBI: An oxopurine that is theophylline bearing a 2,3-dihydroxypropyl group at the 7 position. It has broncho- and vasodilator properties, and is used in the treatment of asthma, cardiac dyspnea, and bronchitis. It is also an ingredient in preparations that have been promoted for coughs.

Manufacturing Process

180 grams of theophylline is dissolved in 500 cc of boiling water. To this solution is added 40 grams of sodium hydroxide or 56 grams of potassium hydroxide slowly and with constant stirring.
When solution is complete, 120 grams of 1-chloro-2,3-dihydroxypropane is slowly added. The thus provided mixture is brought to boiling and heating is continued until a temperature of 110°C is reached.
The resultant liquid is evaporated under reduced pressure to remove all traces of water. The resulting syrupy liquid is allowed to stand with occasional stirring until crystallization takes place. The compound is purified by recrystallization from alcohol. The product melts at 155°-157°C.

brand name

Dilor (Savage); Lufyllin (Medpointe); Neothylline (Teva).

Therapeutic Function

Smooth muscle relaxant

Biochem/physiol Actions

7-(2,3-Dihydroxypropyl)theophylline is also called as dyphylline. Dyphylline serves as a bronchodilator and aids in better air flow through the lungs. It reduces the symptoms of chronic lung disorder such as asthma and bronchitis.

Diprophylline(479-18-5)Related Product Information

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