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317-34-0

Basic Information
CAS No.: 317-34-0
Name: Aminophylline
Article Data: 3
Molecular Structure:
Molecular Structure of 317-34-0 (Aminophylline)
Formula: 2(C7H8N4O2).C2H8N2
Molecular Weight: 420.431
Synonyms: Theodrox;Teofyllamin;component of Quinamm;Lasodex;Theophylline, compd. with ethylenediamine (2:1);Ammophyllin;Theophyldine;Diophllin;Prestwick_93;Diaphylline;Ethylenediamine, compd. with theophylline (1:2);Theophylline compound with ethylenediamine;Aminophylline (USP);Metaphyllin;Norofilina;Somophyllin O;Peterphyllin;Theophyllamine;Tefamin;1H-Purine-2,6-dione, 3,7-dihydro-1, 3-dimethyl-, compd. with 1,2-ethanediamine (2:1);Phyllocontin;1,3-dimethyl-7H-purine-2,6-dione; ethane-1,2-diamine;Cardiofilina;Somophyllin;Cidophylline;Stenovasan;Dura-Tab S.M. Aminophylline;1,3-dimethyl-7H-purine-2,6-dione;Inophylline;Cardophylin;Theophyline ethylenediamine;Aminophyllin;Carena;Genophyllin;Syntophyllin;Theophyllin ethylenediamine;Ethophylline;Variaphylline;Vasofilina;Lixaminol;Theophylline ethylenediamine;Aminocardol;Neophyiline;Aminodur;Theolamine;Theolone;Linampheta;Theophylline ethylenediamine (TN);Aminofilina;Somophyllin (TN);Carine;Cardiomin;Phylcardin;Miofilin;1H-Purine-2,6-dione,3,7-dihydro-1,3- dimethyl-,compounds,compd. with 1,2-ethanediamine (2:1);Phyllindon;Grifomin;Minaphil;Euphyllin;Theophyllaminum;Aminophylline Anhydrous;Aminophlline Anhudrous;Rectalad-aminophylline;
EINECS: 206-264-5
Melting Point: 269-270 °C
Boiling Point: 454.1 °C at 760 mmHg
Flash Point: 228.4 °C
Solubility: Soluble in water, insoluble in ethanol or ether
Appearance: white to slightly yellowish powder
Hazard Symbols: HarmfulXn, CorrosiveC
Risk Codes: 22-42/43-34-36/37/38-20/21/22
Safety: 45-36/37/39-26-23-36
Transport Information: UN 2811 6.1/PG 3
PSA: 197.40000
LogP: -1.77500
Synthetic route
58-55-9

theophylline

107-15-3

ethylenediamine

317-34-0

theophylline ethylenediamine

Conditions
ConditionsYield
In methanol; ethyl acetate at 5 - 80℃; for 2.5h; Temperature;91.8%
521-24-4

sodium 1,2-naphthoquinone-4-sulfonate

317-34-0

theophylline ethylenediamine

2C7H8N4O2*C22H20N2O4

Conditions
ConditionsYield
In sodium hydroxide at 40℃; pH=13.00; Kinetics; Further Variations:; Temperatures;
Raw Materials
58-55-9
107-15-3
Downstream Products
107-15-3
58-55-9
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Aminophylline is 1,3-dimethyl-7H-purine-2,6-dione; ethane-1,2-diamine. With the CAS registry number 317-34-0 and EINECS 206-264-5, it is also named as Aminophylline dye free. The product's categories are Miscellaneous Biochemicals; API's. It is white to slightly yellowish powder which is soluble in water, insoluble in ethanol or ether. What's more, it has a slight ammoniacal odor and a bitter taste. Upon exposure to air, it gradually loses ethylenediamine and absorbs carbon dioxide with the liberation of free theophylline. Additionally, it should be stored at the temperature of -20 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.18; (4)ACD/LogD (pH 7.4): -0.2; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 19.11; (8)ACD/KOC (pH 7.4): 18.01; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 58.44 Å2; (13)Enthalpy of Vaporization: 71.36 kJ/mol; (14)Vapour Pressure: 1.96E-08 mmHg at 25°C; (15)Rotatable Bond Count: 1; (16)Tautomer Count: 10; (17)Exact Mass: 420.198199; (18)MonoIsotopic Mass: 420.198199; (19)Topological Polar Surface Area: 191; (20)Heavy Atom Count: 30; (21)Complexity: 273.

Preparation of Aminophylline: Put Theophylline into the mixer, stiring and cooling. Using compressed air to inject the mixture solution of  new distilled ethylenediamine and water. After finishing, stirring for 10 minutes to get the product.

Uses of Aminophylline: Its most common use is in the treatment of bronchial asthma. It also has shown some promise as a bodyfat reducer when used as a topical cream (sometimes referred to as "cutting gel"). What's more, it is a treatment option for anaphylactic shock.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. And it can cause burns. So people should not breathe vapour. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C2N(c1ncnc1C(=O)N2C)C.O=C2N(c1ncnc1C(=O)N2C)C.NCCN
2. InChI:InChI=1/2C7H8N4O2.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
3. InChIKey:FQPFAHBPWDRTLU-UHFFFAOYAT

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo rectal 221mg/kg/3D (221mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

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

GASTROINTESTINAL: NAUSEA OR VOMITING
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) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

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) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
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) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: COMA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
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) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: 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) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
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.

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