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Substance Name: Theophylline [USP]
RN: 58-55-9
UNII: 0I55128JYK
InChIKey: ZFXYFBGIUFBOJW-UHFFFAOYSA-N

Note

  • A methyl xanthine derivative from tea with diuretic, smooth muscle relaxant, bronchial dilation, cardiac and central nervous system stimulant activities. Theophylline inhibits the 3',5'-CYCLIC NUCLEOTIDE PHOSPHODIESTERASE that degrades CYCLIC AMP thus potentiates the actions of agents that act through ADENYLATE CYCLASE and cyclic AMP.

Molecular Formula

  • C7-H8-N4-O2

Molecular Weight

  • 180.166
 

Classification Codes

Classification Codes

  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Phosphodiesterase Inhibitors
  • Purinergic Agents
  • Purinergic Antagonists
  • Purinergic P1 Receptor Antagonists
  • Reproductive Effect
  • Respiratory System Agents
  • Tumor Data
  • Vasodilator Agents

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Results Name

  • Theophylline [USP]

Name of Substance

  • Theophylline
  • Theophylline anhydrous
  • Theophylline [USP]

MeSH Heading

  • Theophylline

Synonyms

  • 1,3-Dimethylxanthine
  • 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione
  • Accurbron
  • Acet-theocin
  • Aerolate
  • Aerolate III
  • AI3-50216
  • Armophylline
  • Asmax
  • Austyn
  • Bronkodyl
  • Bronkodyl SR
  • CCRIS 4729
  • Choledyl SA
  • Constant-T
  • Diphyllin
  • Doraphyllin
  • Duraphyl
  • EC 200-385-7
  • EINECS 200-385-7
  • Elixex
  • Elixicon
  • Elixophyllin
  • Elixophylline
  • Euphylong
  • GS 2591A
  • HSDB 3399
  • Lanophyllin
  • Liquophylline
  • Maphylline
  • Medaphyllin
  • NSC 2066
  • Nuelin
  • Optiphyllin
  • Parkophyllin
  • Pseudotheophylline
  • Purine-2,6(1H,3H)-dione, 1,3-dimethyl-
  • Quibron T/SR
  • Quibron-T
  • Respbid
  • Slo-bid
  • Slo-Phyllin
  • Solosin
  • Somophyllin-DF
  • Somophyllin-T
  • Spophyllin retard
  • Sustaire
  • Synophylate
  • Synophylate-L.A. Cenules
  • Teofilina
  • Teofilina [Polish]
  • Teofyllamin
  • Teolair
  • Theacitin
  • Theal tablets
  • Theo-11
  • Theo-24
  • Theo-Dur
  • Theo-Dur-Sprinkle
  • Theobid
  • Theochron
  • Theocin
  • Theoclair-SR
  • Theoclear 80
  • Theoclear LA
  • Theocontin
  • Theodur
  • Theofol
  • Theograd
  • Theolair
  • Theolix
  • Theophyl-225
  • Theophyllin
  • Theophylline
  • Theophylline, anhydrous
  • Theostat 80
  • Theovent
  • UNII-0I55128JYK
  • Uniphyl
  • Uniphyllin
  • X 115
  • Xanthine, 1,3-dimethyl-
  • Xantivent

Systematic Names

  • 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-
  • 1H-Purine-2,6-dione, 3,9-dihydro-1,3-dimethyl-
  • Theophylline

Superlist Name

  • Theophylline

Registry Numbers

CAS Registry Number

  • 58-55-9

FDA UNII

  • 0I55128JYK

Other Registry Numbers

  • 1024160-72-2
  • 111079-49-3
  • 46157-00-0
  • 56645-32-0
  • 75448-53-2

System Generated Number

  • 0000058559

Structure Descriptors

InChI

1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)

InChIKey

ZFXYFBGIUFBOJW-UHFFFAOYSA-N

Smiles

c12c(n(c(=O)n(c1=O)C)C)nc[nH]2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo intramuscular 50mg/kg (50mg/kg) BEHAVIORAL: EXCITEMENT

CARDIAC: CHANGE IN RATE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Journal of Pediatrics. Vol. 90, Pg. 827, 1977.
child TDLo oral 10mg/kg (10mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: HEADACHE
Southern Medical Journal. Vol. 78, Pg. 1000, 1985.
guinea pig LD50 oral 183mg/kg (183mg/kg)   United States Patent Document. Vol. #4089959,
guinea pig LDLo subcutaneous 170mg/kg (170mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 168, 1959.
human TDLo intravenous 10mg/kg/D (10mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: TREMOR

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
JAMA, Journal of the American Medical Association. Vol. 235, Pg. 1983, 1976.
human TDLo oral 5mg/kg (5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 92, 1969.
human TDLo rectal 6mg/kg (6mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 92, 1969.
human TDLo subcutaneous 3500ug/kg (3.5mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 92, 1969.
human TDLo subcutaneous 3500ug/kg (3.5mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 92, 1969.
infant TDLo oral 348mg/kg/4D-I (348mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

BEHAVIORAL: IRRITABILITY

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Pediatric Pharmacology. Vol. 5, Pg. 209, 1985.
man LDLo intravenous 3429ug/kg (3.429mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
JAMA, Journal of the American Medical Association. Vol. 136, Pg. 397, 1948.
man LDLo parenteral 12mg/kg (12mg/kg)   Deutsches Archiv fuer Klinische Medizin. Vol. 80, Pg. 510, 1904.
man TDLo oral 66mg/kg (66mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: CHANGE IN RATE
American Journal of Emergency Medicine. Vol. 11, Pg. 609, 1993.
man TDLo oral 66mg/kg (66mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CONTRACTION (ISOLATED TISSUE)

GASTROINTESTINAL: NAUSEA OR VOMITING
Medical Journal of Australia. Vol. 156, Pg. 512, 1992.
man TDLo oral 86mg/kg (86mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

CARDIAC: CHANGE IN RATE
Annals of Emergency Medicine. Vol. 20, Pg. 1143, 1991.
man TDLo oral 129mg/kg (129mg/kg) ENDOCRINE: HYPERGLYCEMIA Annals of Internal Medicine. Vol. 104, Pg. 284, 1986.
mouse LD50 intramuscular 271mg/kg (271mg/kg)   Drugs in Japan Vol. 6, Pg. 34, 1982.
mouse LD50 intraperitoneal 70mg/kg (70mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD British Journal of Pharmacology. Vol. 73, Pg. 887, 1981.
mouse LD50 intravenous 136mg/kg (136mg/kg)   Pharmaceutica Acta Helvetiae. Vol. 48, Pg. 133, 1973.
mouse LD50 oral 235mg/kg (235mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 569, 1995.
mouse LD50 rectal 166mg/kg (166mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Pediatric Research. Vol. 11, Pg. 783, 1977.
mouse LD50 subcutaneous 138mg/kg (138mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 328, 1953.
mouse LD50 unreported 400mg/kg (400mg/kg)   United States Patent Document. Vol. #4767763,
rabbit LD50 intravenous 150mg/kg (150mg/kg)   Drugs in Japan Vol. 6, Pg. 34, 1982.
rabbit LD50 oral 350mg/kg (350mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 865, 1986.
rat LD50 intraperitoneal 150mg/kg (150mg/kg)   United States Patent Document. Vol. #4120947,
rat LD50 oral 225mg/kg (225mg/kg)   United States Patent Document. Vol. #4089959,
rat LD50 unreported 300mg/kg (300mg/kg)   United States Patent Document. Vol. #4767763,
rat LDLo intravenous 240mg/kg (240mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 259, 1973.
rat LDLo subcutaneous 325mg/kg (325mg/kg)   European Patent Application. Vol. #0134762,
women LDLo oral 130mg/kg (130mg/kg)   Annals of Internal Medicine. Vol. 101, Pg. 457, 1984.
women TDLo intravenous 120mg/kg/3D-C (120mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE Drug Intelligence and Clinical Pharmacy. Vol. 16, Pg. 877, 1982.
women TDLo oral 5mg/kg (5mg/kg) BEHAVIORAL: COMA

GASTROINTESTINAL: NAUSEA OR VOMITING

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
British Medical Journal. Vol. 288, Pg. 1497, 1984.
women TDLo oral 108mg/kg (108mg/kg) ENDOCRINE: HYPERGLYCEMIA American Journal of Emergency Medicine. Vol. 3, Pg. 408, 1985.
women TDLo oral 281mg/kg/4W (281mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) British Medical Journal. Vol. 281, Pg. 1322, 1980.
women TDLo oral 388mg/kg (388mg/kg)   Annals of Emergency Medicine. Vol. 20, Pg. 1135, 1991.
women TDLo oral 388mg/kg (388mg/kg) BEHAVIORAL: COMA

CARDIAC: CHANGE IN RATE
Annals of Emergency Medicine. Vol. 20, Pg. 1135, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 273 deg C   EXP
pKa Dissociation Constant 8.81 (none)   EXP
log P (octanol-water) -0.02 (none)   EXP
Water Solubility 7360 mg/L 25 EXP
Vapor Pressure 5.12E-09 mm Hg 25 EST
Henry's Law Constant 8.62E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.93E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.