aminophylline
1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione - 1,2-ethanediamine (2:1)
 
Notes:
a drug combination that contains theophylline and ethylenediamine. it is more soluble in water than theophylline but has similar pharmacologic actions. it's most common use is in bronchial asthma, but it has been investigated for several other applications.
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      01-25950 AMINOPHYLLINE ANHYDROUS USP
       
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1,3-dimethyl-7H-purine-2,6-dione;ethane-1,2-diamine (Click)
CAS Number: 317-34-0Picture of molecule
Other: 12767-26-9
ECHA EINECS - REACH Pre-Reg: 206-264-5
FDA UNII: 27Y3KJK423
MDL: MFCD00013221
Molecular Weight: 420.43408000
Formula: C16 H24 N10 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 454.10 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.000000 mm/Hg @ 25.00 °C. (est)
Flash Point: 443.00 °F. TCC ( 228.40 °C. ) (est)
logP (o/w): -0.175 (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: skin conditioning
surfactants
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Suppliers:
Penta International
AMINOPHYLLINE ANHYDROUS USP
Santa Cruz Biotechnology
For experimental / research use only.
Aminophylline
Sigma-Aldrich: Sigma
For experimental / research use only.
Aminophylline ≥98%, powder
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-dog LDLo  150 mg/kg
Biochimica e Terapia Sperimentale. Vol. 29, Pg. 69, 1942.

oral-dog LDLo  200 mg/kg
Biochimica e Terapia Sperimentale. Vol. 29, Pg. 69, 1942.

intraperitoneal-guinea pig LD50  130 mg/kg
German Offenlegungsschrift Patent Document. Vol. #2445399

intravenous-guinea pig LD50  143 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Arzneimittel-Forschung. Drug Research. Vol. 29, Pg. 1013, 1979.

oral-guinea pig LD50  184 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Arzneimittel-Forschung. Drug Research. Vol. 29, Pg. 1013, 1979.

intravenous-human TDLo  139 mg/kg/7D-C
CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: COMA
Clinical Chemistry Vol. 24, Pg. 1603, 1978.

intravenous-man LDLo  1420 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES
JAMA, Journal of the American Medical Association. Vol. 123, Pg. 1115, 1943.

oral-man TDLo  19 mg/kg/3D
BEHAVIORAL: WITHDRAWAL GASTROINTESTINAL: NAUSEA OR VOMITING
British Journal of Clinical Pharmacology. Vol. 10, Pg. 101, 1980.

intramuscular-mouse LD50  215 mg/kg
BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 11, Pg. 555, 1980.

intraperitoneal-mouse LD50  37 mg/kg
Strahlentherapie. Vol. 127, Pg. 245, 1965.

intravenous-mouse LD50  125 mg/kg
European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.

oral-mouse LD50  150 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1337, 1946.

unreported-mouse LD50  350 mg/kg
Russian Pharmacology and Toxicology Vol. 48, Pg. 67, 1985.

intravenous-rabbit LD50  150 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1337, 1946.

oral-rabbit LDLo  330 mg/kg
Therapeutische Monatshefte. Vol. 24, Pg. 613, 1910.

intramuscular-rat LD50  167 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 29, Pg. 1013, 1979.

intraperitoneal-rat LD50  129 mg/kg
European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.

intravenous-rat LD50  104 mg/kg
European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.

oral-rat LD50  243 mg/kg
Bollettino Chimico Farmaceutico. Vol. 110, Pg. 653, 1971.

Dermal Toxicity:
subcutaneous-guinea pig LD50 222 mg/kg
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 194, 1957.

subcutaneous-mouse LD50 186 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 649, 1954.

subcutaneous-rat LD50 176 mg/kg
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 194, 1957.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for aminophylline usage levels up to:
 not for fragrance use.
 
Recommendation for aminophylline flavor usage levels up to:
 not for flavor use.
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Safety References:
ClinicalTrials.gov: search
Daily Med: search
NLM Hazardous Substances Data Bank: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 317-34-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 9433
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 1,3-dimethyl-7H-purine-2,6-dione;ethane-1,2-diamine
Chemidplus: 0000317340
RTECS: XH5600000 for cas# 317-34-0
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References:
 1,3-dimethyl-7H-purine-2,6-dione;ethane-1,2-diamine
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9433
Pubchem (sid): 135073072
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
KEGG (GenomeNet): D00227
HMDB (The Human Metabolome Database): HMDB15354
Export Tariff Code: 2939.50.0000
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
•aerolate (fleming). oral: elixir 160 mg15 ml; capsules 65, 130, & 260 mg. aqualin (webcon). rectal: suppositories 125 & 500 mg. elixophyllin (cooper). oral: elixir 80 mg15 ml; syrup 80 mg15 ml; tablets 100 & 200 mg. theophylline •theobid (meyer). oral: capsules (timed-release) 260 mg. drug also marketed by other manufacturers under generic name. theophylline •parenteral theophylline is now avail only under irrational label of aminophylline usp. this may contain anywhere from 78-85% theophyllineit is indicated only for iv & not for im use. theophylline •tablets: slo-phyllin 100, 200 mg; theophyl-225 225 mg; theolair 125, 250 mg; oral liquid: somaphyllin-t 18 mgml; quibron elixir 10 mgml; slo-phylllin-gg 5.3 mgml; theophyl-225 elixir 7.5 mgml; rectal soln: somophyllin 51 mgml; intravenous soln: (aminophylline usp 21 mgml). theophylline •sustained release capsules: slo-phyllin 60 mg; gyrocaps 125, 250 mg; theo-dur 100, 200, 300 mg; theophyl-sr 125, 250 mg. theophylline •aminophylline (theophylline ethylenediamine) is the most widely used of the soluble theophylline salts. it contains 86% anhydrous theophylline. it is available as solutions for intravenous injection or infusion, tablets, sustained-release tablets, solutions for both oral and rectal administration, and rectal suppositories. •dosage forms-enema: 60 mgml; elixir, 83.3 mg5 ml; injection: 250 mg10 ml, 500 mg20 ml, and 5002 ml (see below); suppositories: 250 and 500 mg; oral solution: 105 mg5 ml; tablets: 100 and 200 mg; extended-release tablets: 225 and 300 mg •somophyllin and somophyllin-df oral liquid contain aminophylline, usp, in a soluble complex containing 86% anhydrous theophylline and 14.25% ethylenediamine
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 aminocardol
 aminodur
 cardiofilina
 cardiomin
 cardophylin
 cardophyllin
 carena
 carine
 cariomin
 cidophylline
 diaphilline
 diaphylline
3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione compd. with 1,2-ethanediamine (2:1)
3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1)
1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione - 1,2-ethanediamine (2:1)
1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione - ethane-1,2-diamine (2:1)
1,3-dimethyl-3,9-dihydro-1H-purine-2,6-dione - ethane-1,2-diamine (2:1)
1,3-dimethyl-7H-purine-2,6-dione;ethane-1,2-diamine
 diophyllin
1,2-ethanediamine compd. with 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione (1:2)
 etilen-xantisan
 genophyllin
 inophylline
 lasodex
 metaphyllin
 novophyllin
 novphyllin
 pecram
 phyllocontin-350
1H-purine-2,6-dione, 3,9-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1)
 somophyllin-O
 tefamin
 theodrox
 variaphylline LA
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Articles:
PubMed: Salivary peptide tyrosine-tyrosine 3-36 modulates ingestive behavior without inducing taste aversion.
PubMed: Asthma and other recurrent wheezing disorders in children (acute).
PubMed: Acute kidney injury.
PubMed: Acute renal failure.
PubMed: Pharmacokinetics of theophylline in Guinea pig tears.
PubMed: Cardiovascular effects of ginger aqueous extract and its phenolic constituents are mediated through multiple pathways.
PubMed: Study on the effect of food on the absorption of theophylline.
PubMed: Prediction of plasma concentration-time curve of orally administered theophylline based on a scintigraphic monitoring of gastrointestinal transit in human volunteers.
PubMed: A double-blind placebo-controlled study on prophylactic use of cisapride on feed intolerance and gastric emptying in preterm neonates.
PubMed: Restoration of spontaneous circulation from asystole with aminophylline.
PubMed: Reversal of propranolol blockade of adrenergic receptors and related toxicity with drugs that increase cyclic AMP.
PubMed: Asthma treatment during pregnancy. What can be safely taken?
PubMed: Aminophylline stability in total parenteral nutrition admixtures.
PubMed: Revised FDA labeling guideline for theophylline oral dosage forms.
PubMed: Enhancement of acute myocardial lesions by asthma drugs in rats.
PubMed: Kinetics of absorption of a new once-a-day formulation of theophylline in the presence and absence of food.
PubMed: Circadian rhythms in theophylline disposition: simulations and observations in the dog.
PubMed: Lack of effect of a high-fat meal on the volume of distribution of theophylline in humans.
PubMed: The allergy management of bronchial asthma in children in Surabaya.
PubMed: Enhancement of maximal thermogenesis by reducing endogenous adenosine activity in the rat.
PubMed: The beagle dog as an animal model for a bioavailability study of controlled-release theophylline under the influence of food.
PubMed: Effect of retrograde aminophylline administration on calcium and phosphate solubility in neonatal total parenteral nutrient solutions.
PubMed: Metabolic effects of aminophylline in rats.
PubMed: Adenosine plays a role in food-induced jejunal hyperemia.
PubMed: The clinical significance of food-induced changes in the absorption of theophylline from Uniphyl tablets.
PubMed: The effect of food on the absorption of controlled-release theophylline in mini-swine.
PubMed: [Use of euphylline and zaditen in the treatment of obstructive syndrome in children with allergic diathesis under ambulatory care].
PubMed: Anaphylaxis. Why it happens and what to do about it.
PubMed: Food intake of domestic fowl injected with adrenergic agonists and antagonists into the hepatic portal vein.
PubMed: Chronobiology and asthma. II. Body-time-dependent differences in the kinetics and effects of bronchodilator medications.
PubMed: The Contin delivery system: dosing considerations.
PubMed: Inadequacy of FDA dosing guidelines for theophylline use in neonates.
PubMed: Ontogeny of food deprivation effects on ornithine decarboxylase: ornithine decarboxylase induction by alpha and beta agonists.
PubMed: Food-induced changes in theophylline absorption from controlled-release formulations. Part I. Substantial increased and decreased absorption with Uniphyl tablets and Theo-Dur Sprinkle.
PubMed: Hepatic cyclic AMP generation and ornithine decarboxylase induction by glucagon and beta adrenergic agonists.
PubMed: Time-dependent absorption of theophylline in man.
PubMed: Necrotizing enterocolitis: factors affecting mortality in 101 surgical cases.
PubMed: Food does not effect in bioavailability of theophylline from Theolin Retard.
PubMed: Comparison of aminophylline and theophylline sustained-release formulations by their bioavailability and steady-state serum levels.
PubMed: Chronic methylxanthine treatment in rats: a comparison of Wistar and Fischer 344 strains.
PubMed: Evaluation of two methods for estimating theophylline clearance prior to achieving steady state.
PubMed: Pharmacokinetics and bioavailability of prednisone and prednisolone in healthy volunteers and patients: a review.
PubMed: Drugs altering insulin secretion: effects on plasma and brain concentrations of aromatic amino acids and on brain 5-hydroxytryptamine turnover.
PubMed: Cyclic AMP and central noradrenaline receptors: failure to activate diencephalic adrenergic feeding pathways.
PubMed: Effects on plasma and brain tryptophan in the rat of drugs and hormones that influence the concentration of unesterified fatty acid in the plasma.
PubMed: Drugs influencing plasma and brain tryptophan.
PubMed: Asthma in childhood.
PubMed: Genetic obesity in rats. II. The effect of food restriction on the metabolism of adipose tissue.
PubMed: Nuclear magnetic resonance analysis of pharmaceuticals-VII Determination of aminophylline in tablets.
PubMed: Anaphylaxis.
PubMed: The effect of fasting, diet, and actinomycin D on insulin secretion in the rat.
PubMed: Bronchial asthma in infants and children due to food and inhalant allergies.
PubMed: MANAGEMENT OF CHILDHOOD ASTHMA. THE IMPORTANCE OF VIGOROUS THERAPY.
PubMed: The effect of diuretics on the water excretion of protein deficient rats.
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