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Substance Name: Aminophylline [USP:INN:BAN:JAN]
RN: 317-34-0
UNII: 27Y3KJK423
InChIKey: FQPFAHBPWDRTLU-UHFFFAOYSA-N

Note

  • 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.

Molecular Formulas

  • C16-H24-N10-O4
  • C7-H8-N4-O2.1/2C2-H8-N2

Molecular Weight

  • 420.432
 

Classification Codes

  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Phosphodiesterase Inhibitors
  • Protective Agents
  • Purinergic Agents
  • Purinergic Antagonists
  • Purinergic P1 Receptor Antagonists
  • Relaxant (Smooth Muscle)
  • Respiratory System Agents

Names and Synonyms

Name of Substance

  • Aminophylline
  • Aminophylline [USP:INN:BAN:JAN]

MeSH Heading

  • Aminophylline

Synonyms

  • 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-, compd with 1,2-ethanediamine (2:1)
  • 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione compd. with 1,2-ethanediamine (2:1)
  • Aminocardol
  • Aminodur
  • Aminodur dura-tabs
  • Aminofilina
  • Aminofilina [INN-Spanish]
  • Aminofilina [Spanish]
  • Aminofillina
  • Aminofillina [DCIT]
  • Aminophyllin
  • Aminophylline
  • Aminophylline dye free
  • Aminophylline in sodium chloride 0.45%
  • Aminophylline in sodium chloride 0.45% in plastic container
  • Aminophyllinum
  • Aminophyllinum [INN-Latin]
  • Ammophyllin
  • BY 108
  • Cardiofilina
  • Cardiomin
  • Cardophylin
  • Cardophyllin
  • Carena
  • Cariomin
  • Diaphilline
  • Diaphylline
  • Diophllin
  • Diophyllin
  • Diuxanthine
  • DOBO
  • Dura-Tab S.M. Aminophylline
  • Dura-tab sm aminophylline
  • EINECS 206-264-5
  • Ethophylline
  • Ethylenediamine, compd. with theophylline (1:2)
  • Etilen-xantisan tabl.
  • Eufilina
  • Eufilina [Polish]
  • Euphyllin
  • Euphylline
  • Euphyllinum
  • Eurphyllin
  • Euufilin
  • Euufillin
  • Genophyllin
  • Grifomin
  • HSDB 221
  • Inophylline
  • Lasodex
  • Linampheta
  • Lixaminol
  • Metaphyllin
  • Metaphylline
  • Methophylline
  • Minaphil
  • Miofilin
  • Neophyiline
  • Neophylline
  • Norofilina
  • NSC 7919
  • Peterphyllin
  • Phylcardin
  • Phyllindon
  • Phyllocontin
  • Rectalad Aminophylline
  • Rectalad-aminophylline
  • Somophyllin
  • Somophyllin O
  • Somophyllin-DF
  • Stenovasan
  • Syntophyllin
  • TAD
  • Tefamin
  • TH/100
  • Theodrox
  • Theolamine
  • Theolone
  • Theomin
  • Theophyldine
  • Theophyline ethylenediamine
  • Theophyllamine
  • Theophyllaminium
  • Theophyllaminum
  • Theophyllin aethylendiamin
  • Theophyllin aethylendiamin [German]
  • Theophyllin ethylenediamine
  • Theophylline compound with ethylenediamine
  • Theophylline compound with ethylenediamine (2:1)
  • Theophylline ethylenediamine
  • Theophylline, compd with ethylenediamine (2:1)
  • Theophyllinum et ethylendiaminum
  • Thephyldine
  • Truphylline
  • UNII-27Y3KJK423
  • Variaphylline
  • Vasofilina

Systematic Names

  • 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1)
  • 1H-Purine-2,6-dione, 3,9-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1)
  • Aminophylline
  • Theophylline, compd. with ethylenediamine (2:1)

Mixture Names

  • Mudrane GG Tablets
  • Mudrane GG-2 Tablets
  • Mudrane Tablets
  • Mudrane-2 Tablets

Registry Numbers

CAS Registry Number

  • 317-34-0

FDA UNII

  • 27Y3KJK423

Other Registry Numbers

  • 12767-26-9
  • 442519-87-1
  • 8013-40-9
  • 80186-94-3

System Generated Number

  • 0000317340

Molecular Formulas

Molecular Formulas

  • C16-H24-N10-O4
  • C7-H8-N4-O2.1/2C2-H8-N2

Molecular Formula Fragments

  • C2-H8-N2
  • C7-H8-N4-O2
  • COMPONENT

Structure Descriptors

InChI

1S/2C7H8N4O2.C2H8N2/c2*1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h2*3H,1-2H3,(H,8,9);1-4H2

InChIKey

FQPFAHBPWDRTLU-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo rectal 221mg/kg/3D (221mg/kg)   JAMA, Journal of the American Medical Association. Vol. 161, Pg. 693, 1956.
child LDLo rectal 221mg/kg/3D (221mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
JAMA, Journal of the American Medical Association. Vol. 161, Pg. 693, 1956.
child TDLo rectal 39mg/kg/8H (39mg/kg)   JAMA, Journal of the American Medical Association. Vol. 161, Pg. 693, 1956.
child TDLo rectal 39mg/kg/8H (39mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: COMA
JAMA, Journal of the American Medical Association. Vol. 161, Pg. 693, 1956.
dog LDLo intravenous 150mg/kg (150mg/kg)   Biochimica e Terapia Sperimentale. Vol. 29, Pg. 69, 1942.
dog LDLo oral 200mg/kg (200mg/kg)   Biochimica e Terapia Sperimentale. Vol. 29, Pg. 69, 1942.
dog LDLo rectal 200mg/kg (200mg/kg)   Biochimica e Terapia Sperimentale. Vol. 29, Pg. 69, 1942.
guinea pig LD50 intraperitoneal 130mg/kg (130mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2445399,
guinea pig LD50 intravenous 143mg/kg (143mg/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.
guinea pig LD50 oral 184mg/kg (184mg/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.
guinea pig LD50 subcutaneous 222mg/kg (222mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 194, 1957.
human TDLo intravenous 139mg/kg/7D-C (139mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: COMA
Clinical Chemistry Vol. 24, Pg. 1603, 1978.
infant TDLo oral 7595mg/kg/5D- (7595mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Pediatrics. Vol. 71, Pg. 615, 1983.
man LDLo intravenous 1420ug/kg (1.42mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: OTHER CHANGES
JAMA, Journal of the American Medical Association. Vol. 123, Pg. 1115, 1943.
man TDLo oral 19mg/kg/3D (19mg/kg) BEHAVIORAL: WITHDRAWAL

GASTROINTESTINAL: NAUSEA OR VOMITING
British Journal of Clinical Pharmacology. Vol. 10, Pg. 101, 1980.
mouse LD50 intramuscular 215mg/kg (215mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 11, Pg. 555, 1980.
mouse LD50 intraperitoneal 37mg/kg (37mg/kg)   Strahlentherapie. Vol. 127, Pg. 245, 1965.
mouse LD50 intravenous 125mg/kg (125mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.
mouse LD50 oral 150mg/kg (150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1337, 1946.
mouse LD50 subcutaneous 186mg/kg (186mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 649, 1954.
mouse LD50 unreported 350mg/kg (350mg/kg)   Russian Pharmacology and Toxicology Vol. 48, Pg. 67, 1985.
rabbit LD50 intravenous 150mg/kg (150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Laboratory and Clinical Medicine. Vol. 31, Pg. 1337, 1946.
rabbit LDLo oral 330mg/kg (330mg/kg)   Therapeutische Monatshefte. Vol. 24, Pg. 613, 1910.
rat LD50 intramuscular 167mg/kg (167mg/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.
rat LD50 intraperitoneal 129mg/kg (129mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.
rat LD50 intravenous 104mg/kg (104mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 29, Pg. 295, 1994.
rat LD50 oral 243mg/kg (243mg/kg)   Bollettino Chimico Farmaceutico. Vol. 110, Pg. 653, 1971.
rat LD50 subcutaneous 176mg/kg (176mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 230, Pg. 194, 1957.
women TDLo oral 120mg/kg (120mg/kg) ENDOCRINE: HYPERGLYCEMIA American Journal of Emergency Medicine. Vol. 3, Pg. 408, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.390 (none)   EST
Water Solubility 2.00E+05 mg/L   EXP
Atmospheric OH Rate Constant 1.93E-11 cm3/molecule-sec 25 EST

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