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58-55-9

Basic Information
CAS No.: 58-55-9
Name: Theophylline
Molecular Structure:
Molecular Structure of 58-55-9 (Theophylline)
Formula: C7H8N4O2
Molecular Weight: 180.17
Synonyms: 1H-Purine-2,6-dione,3,7-dihydro-1,3-dimethyl- (9CI);Theophylline (8CI);1,3-Dimethylxanthine;Accurbron;Aerobin;Aerolate;Afonilm;Apnecut;Armophylline;Asmax;Austyn;Bilordyl;Brochoretard;Bronkodyl;Cetraphylline;Chronophyllin;Diffumal;Duraphyl;Egifilin;Elixophyllin;Etheophyl;Euphylong;LaBID;Lanophyllin;Nuelin;Optiphyllin;Parkophyllin;Physpan;Pro-Vent;PulmiDur;Pulmo-Timelets;Quibron T/SR;Respbid;Respicur;Solosin;SomophyllinCRT;Somophyllin T;Spophyllin retard;Sustaire;Talotren;Telb-DS;Telbans;Telbans Dry Syrup;Teonova;Theo 24;Theo-Dur;Theo-Sav;Theobid;Theobid Duracap;Theoclear;Theodel;Theodrip;Theodur Dry Syrup;Theograd;Theolair;Theona P;Theopek;Theoplus;Theostat;Theotard;Theovent;Throphylline;Unicontin CR;Unilong;Uniphyl;Uniphyllin;Xanthium;Zydus;1H-Purine-2,6-dione,3,9-dihydro-1,3-dimethyl-;
EINECS: 200-385-7
Density: 1.466 g/cm3
Melting Point: 271-273 °C
Boiling Point: 454.091 °C at 760 mmHg
Flash Point: 228.426 °C
Solubility: 8.3 g/L (20 °C) in water
Appearance: white to light yellow crystal powder
Hazard Symbols: HarmfulXn, ToxicT, FlammableF, IrritantXi
Risk Codes: 22-39/23/24/25-23/24/25-11-36/37/38
Safety: 7-16-36/37-45-36-26
Transport Information: UN 2811 6.1/PG 3
PSA: 72.68000
LogP: -1.03970
Synthetic route
7597-60-6

1,3-dimethyl-4-amino-5-(formylamino)uracil

58-55-9

theophylline

Conditions
ConditionsYield
With triethylamine; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In water at 75℃; under 4500.45 Torr; for 0.916667h; Pressure; Temperature; Autoclave;97.7%
With sodium hydroxide; sodium chloride
With sodium hydroxide
at 250 - 260℃;
With sulfuric acid at 90℃; pH=5; pH-value; Temperature; Reagent/catalyst;
107-31-3

Methyl formate

57533-87-6

1,3-Dimethylxanthine potassium salt

A

58-55-9

theophylline

B

58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

Conditions
ConditionsYield
In methanolA 97.5%
B n/a
81281-58-5

7-amino-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

58-55-9

theophylline

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 5℃; for 1h;95%

7-(2,4-dimethoxybenzyl)-1,3-dimethyl-3,7-dihydropurine-2,6-dione

58-55-9

theophylline

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;87%
226386-40-9

(1,3-Dimethyl-2,6(1H,3H)-dioxopurin-7-yl)(phenyl)methyl acetate

58-55-9

theophylline

Conditions
ConditionsYield
With hydrogenchloride In methanol Ambient temperature;78%
124093-03-4

1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-9H-purine-9-carbonitrile

58-55-9

theophylline

Conditions
ConditionsYield
In water for 1h; Reflux;77%
624734-82-3

N-(1,3-dimethyl-6-nitro-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-formamide

58-55-9

theophylline

Conditions
ConditionsYield
With iron; acetic acid for 0.5h; Heating;75%
64210-71-5

2,2-dimethyl-propionic acid 1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester

58-55-9

theophylline

Conditions
ConditionsYield
68%
80035-38-7, 80035-40-1, 80035-42-3

7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-D-threo-hex-2-enopyranosyl)theophylline

A

58-55-9

theophylline

B

70800-68-9

7-(methyl 2-acetamido-6-O-acetyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)theophylline

C

70675-25-1

7-(methyl 2-acetamido-6-O-acetyl-2,3,4-trideoxy-β-D-erythro-hex-2-enopyranosid-4-yl)theophylline

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In methanol for 0.25h; Heating;A n/a
B 54%
C 12%
64-18-6

formic acid

5440-00-6

4,5-Diamino-1,3-dimethyluracil

58-55-9

theophylline

Conditions
ConditionsYield
at 110 - 300℃; for 2.33333h;51%
With hydrogenchloride; sodium hydroxide at 90℃; Yield given;
124093-02-3

7-azido-1,3-dimethylpteridine-2,4(1H,3H)-dione

58-55-9

theophylline

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 0.25h; Reflux;50%
80035-41-2, 80035-43-4

7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-D-threo-hex-2-enopyranosyl)theophilline

58-55-9

theophylline

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In methanol Product distribution;48%
98333-72-3

1,3-dimethyl-5-bromo-6-methylaminopyrimidine-2,4-dione

58-55-9

theophylline

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide Ambient temperature;47%
5440-00-6

4,5-Diamino-1,3-dimethyluracil

3724-43-4, 149409-22-3

Vilsmeier reagent

58-55-9

theophylline

Conditions
ConditionsYield
In toluene 1.) RT, 2.) reflux;44%
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

A

58-55-9

theophylline

B

83-67-0

theobromine /

Conditions
ConditionsYield
With sodium thiophenolate at 250℃; for 1.5h;A 37%
B 21%
7150-04-1

6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

58-55-9

theophylline

Conditions
ConditionsYield
for 7h; Reflux;35%
101774-91-8

3,7-Dihydro-1,3-dimethyl-2,6-dioxo-1H-purin-7-carbonsaeure-ethylester

A

58-55-9

theophylline

B

103-30-0

(E)-1,2-diphenyl-ethene

130195-61-8

3,4,5,7-Tetrahydro-1,3-dimethyl-2,6-dioxo-anti-10,syn-11-diphenyl-4,5-ethano-1H-purin-7-carbonsaeure-ethylester

Conditions
ConditionsYield
In dichloromethane at 25 - 30℃; for 12h; Irradiation;A 8%
B 23%
C 6%
103-30-0

(E)-1,2-diphenyl-ethene

101774-91-8

3,7-Dihydro-1,3-dimethyl-2,6-dioxo-1H-purin-7-carbonsaeure-ethylester

A

58-55-9

theophylline

130149-72-3

3,4,5,7-Tetrahydro-1,3-dimethyl-2,6-dioxo-syn-10,anti-11-diphenyl-4,5-ethano-1H-purin-7-carbonsaeure-ethylester

130195-61-8

3,4,5,7-Tetrahydro-1,3-dimethyl-2,6-dioxo-anti-10,syn-11-diphenyl-4,5-ethano-1H-purin-7-carbonsaeure-ethylester

Conditions
ConditionsYield
In dichloromethane at 25 - 30℃; for 12h; Irradiation;A 8%
B 23%
C 6%

N-(1,3-dimethyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)formamide

58-55-9

theophylline

Conditions
ConditionsYield
With acetic acid; zinc for 0.666667h; Reflux;20%
With iron; acetic acid at 119℃; for 0.516667h; Temperature; Reflux;
With iron; acetic acid at 122℃; for 0.533333h; Temperature; Reflux;
470-17-7

isoalantolactone

10381-75-6

8-bromotheophylline

A

58-55-9

theophylline

B

1,3-dimethyl-7-(((3R,3aR,4aS,8aR,9aR)-8a-methyl-5-methylene-2-oxododecahydronaphtho[2,3-b]furan-3-yl)methyl)-1H-purine-2,6(3H,7H)dione

C

1,3-dimethyl-8-(((4aS,8aR,9aS)-8a-methyl-5-methylene-2-oxo-2,4,4a,5,6,7,8,8a,9,9a-decahydronaphtho[2,3-b]furan-3-yl)methyl)-1H-purine-2,6(3H,7H)dione

D

1,3-dimethyl-8-((E)-((3aR,4aS,8aR,9aR)-8a-methyl-5-methylene-2-oxodecahydronaphtho[2,3-b]furan-3(2H)ylidene)methyl)-1H-purine-2,6(3H,7H)dione

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 120℃; for 20h; Heck Reaction; Inert atmosphere; Molecular sieve; Sealed tube;A n/a
B 17%
C 6%
D 20%
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

A

58-55-9

theophylline

B

83-67-0

theobromine /

C

611-59-6

paraxanthine

Conditions
ConditionsYield
With hepatic cytochrome P450 Enzymatic reaction;A 7%
B 12%
C n/a
290-87-9

1,3,5-Triazine

5440-00-6

4,5-Diamino-1,3-dimethyluracil

58-55-9

theophylline

6642-31-5

6-Amino-1,3-dimethylbarbituric acid

58-55-9

theophylline

Conditions
ConditionsYield
With formic acid; sodium nitrite anschliessendes Erhitzen mit Na2S2O4 auf 200grad;
With formic acid; sodium nitrite anschliessendes Erhitzen mit Na2S2O4 auf 200grad;
5440-00-6

4,5-Diamino-1,3-dimethyluracil

58-55-9

theophylline

7597-60-6

1,3-dimethyl-4-amino-5-(formylamino)uracil

917-58-8

potassium ethoxide

58-55-9

theophylline

85-18-7

8-chlorotheophylline

58-55-9

theophylline

Conditions
ConditionsYield
With water; zinc
With tetralin; iodine
With sodium hydroxide; palladium-barium carbonate at 105℃; under 29420.3 Torr; Hydrogenation;
bei der elektrochemischen Reduktion an einer Quecksilber-Kathode;
bei der elektrolytischen Reduktion an Bleikathoden;
10184-41-5

5-acetylamino-6-amino-1,3-dimethyl-1H-pyrimidine-2,4-dione

58-55-9

theophylline

31542-43-5

7-(hydroxymethyl)theophylline

A

50-00-0

formaldehyd

B

58-55-9

theophylline

Conditions
ConditionsYield
at 165 - 170℃;
122707-25-9

6-amino-1,3-dimethyl-5-phenylazouracilate

58-55-9

theophylline

Conditions
ConditionsYield
With nickel at 140℃; under 66195.7 Torr; Hydrogenation;
58-55-9

theophylline

C7H4(2)H4N4O2

Conditions
ConditionsYield
With deuterium In water-d2 at 55℃; under 1500.15 Torr; for 36h; Glovebox;100%
58-55-9

theophylline

99132-02-2

4-(methoxymethoxy)-3-nitrobenzyl bromide

99131-99-4

methoxymethylphidolopin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Ambient temperature;99%
58-55-9

theophylline

107-06-2

1,2-dichloro-ethane

5878-61-5

7-(2-chloroethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 for 4h; Heating;99%
With sodium hydroxide In water; isopropyl alcohol at 78 - 80℃; for 76.5h; Heating;90%
In water; dimethyl sulfoxide
58-55-9

theophylline

3017-53-6

benzyl 2-bromopropionate

benzyl 2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)propanoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Schlenk technique;99%
74-83-9

methyl bromide

58-55-9

theophylline

A

58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

B

7280-81-1

3-benzyladenine

Conditions
ConditionsYield
With solution aqueuse d'hydroxide de sodium; tetrabutylammomium bromide In dichloromethane 1)20 deg C, 12h 2)40 deg C, 3h;A 98%
B n/a
58-55-9

theophylline

109-64-8

1,3-dibromo-propane

23146-06-7

7-(3-bromo-propyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 for 2h; Heating;98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;91%
With triethylamine In N,N-dimethyl-formamide at 60℃;77%
58-55-9

theophylline

1220356-90-0

C7H(2)H7N4O2

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; water-d2 at 160℃; for 24h;97%
58-55-9

theophylline

57533-87-6

1,3-Dimethylxanthine potassium salt

Conditions
ConditionsYield
With potassium hydroxide In water for 0.166667h;97%
74-96-4

ethyl bromide

58-55-9

theophylline

23043-88-1

7-ethyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 24h;96%
With potassium hydroxide at 100℃;
58-55-9

theophylline

98-59-9

p-toluenesulfonyl chloride

68696-86-6

N7-tosyltheophylline

Conditions
ConditionsYield
With triethylamine In acetonitrile Reflux;96%
58-55-9

theophylline

373-53-5

fluoroiodomethane

7-(fluoromethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;96%
110-86-1

pyridine

58-55-9

theophylline

52943-89-2

8-pyridinium theophyllinate

Conditions
ConditionsYield
With chloramine-B for 0.166667h; Ambient temperature;95%
58-55-9

theophylline

2398-70-1

6-thiotheophylline

Conditions
ConditionsYield
With Lawessons reagent; aluminum oxide for 0.166667h; microwave irradiation;95%
6940-78-9

4-chlorobutyl bromide

58-55-9

theophylline

59663-15-9

7-(4-chlorobutyl)theophylline

Conditions
ConditionsYield
Stage #1: theophylline With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: 4-chlorobutyl bromide In N,N-dimethyl-formamide at 20℃; for 24h; Further stages.;
95%
58-55-9

theophylline

74-88-4

methyl iodide

58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide for 0.75h;95%
With sodium hydride In dimethyl sulfoxide at 20℃; for 24h; Reagent/catalyst;90%
58-55-9

theophylline

66086-33-7

Di-tert-butyl acetylenedicarboxylate

603-35-0

triphenylphosphine

1268809-87-5

di-tert-butyl 2-(theophylline-7-yl)-3-(triphenylphosphoranylidene)-butanedioate

Conditions
ConditionsYield
In diethyl ether at -5 - 20℃; for 10h; chemoselective reaction;95%
101-02-0

triphenyl phosphite

58-55-9

theophylline

762-42-5

dimethyl acetylenedicarboxylate

dimethyl (2RS,3SR)-2-(diphenoxyphosphinyl)-3-(1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-7H-purine-7-yl)succinate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; diastereoselective reaction;95%
58-55-9

theophylline

100-11-8

1-bromomethyl-4-nitro-benzene

7278-47-9

1,3-dimethyl-7-(4-nitrobenzyl)xanthine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Schlenk technique;95%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 4h;
58-55-9

theophylline

922-67-8

propynoic acid methyl ester

methyl 2,3-bis(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)propanoate

Conditions
ConditionsYield
With triphenylphosphine In acetonitrile at 20℃; for 2h;95%
58-55-9

theophylline

3355-31-5

1-chloro-3-phenyl-2-propyne

21622-50-4

7-phenylpropargyl-1,3-dimethylxanthine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Schlenk technique;95%
58-55-9

theophylline

82-07-5

xanthene-9-carboxylic acid

1,3-dimethyl-7-(9H-xanthen-9-yl)-3,7-dihydro-1H-purine-2,6-dione

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; tert-butylammonium hexafluorophosphate(V) In dichloromethane for 2.5h; Molecular sieve; Electrochemical reaction;95%
58-55-9

theophylline

10381-75-6

8-bromotheophylline

Conditions
ConditionsYield
With bromine In water; acetic acid at 50℃; for 4h;94.5%
With bromine at 150℃; zuletzt auf 150grad;
With ethanol; bromine
58-55-9

theophylline

67-63-0

isopropyl alcohol

61639-78-9

8-(1-hydroxy-1-methyl-ethyl)-1,3-dimethyl-3,7(9)-dihydro-purine-2,6-dione

Conditions
ConditionsYield
With acetone at 25℃; for 80h; Product distribution; Mechanism; Irradiation;94%
With acetone at 25℃; for 80h; Irradiation;94%
58-55-9

theophylline

122773-84-6

8-bromo-1,3-dimethyl-7-(thiiran-2-ylmethyl)-3,7-dihydro-1H-purine-2,6-dione

1239919-39-1

7-[(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)methyl]-1,3-dimethyl-6,7-dihydro[1,3]thiazolo[2,3-f]purine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 3h; Reflux;94%
58-55-9

theophylline

7686-78-4

diethyl 2-vinylcyclopropane-1,1-dicarboxylate

(E)-diethyl 2-(4-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)but-2-en-1-yl)malonate

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; (2S,3S)-(+)-1,4-bis(diphenylphosphino)-2,3-O-isopropylidene-2,3-butanediol In 1,4-dioxane at 30℃; for 18h; Inert atmosphere; Schlenk technique; Sealed tube;94%
58-55-9

theophylline

100-39-0

benzyl bromide

1807-85-8

7-benzyltheophylline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Schlenk technique;93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Schlenk technique;93%
With potassium carbonate In N,N-dimethyl-formamide at 35℃; for 16h;87%
58-55-9

theophylline

532-27-4

1-chloroacetophenone

78491-57-3

1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Alkylation;93%
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    Theophylline cas 58-55-9

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  • Theophylline 58-55-9

  • Casno:

    58-55-9

    Theophylline 58-55-9

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    58-55-9

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    58-55-9

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  • Casno:

    58-55-9

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    58-55-9

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    58-55-9

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    58-55-9

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    58-55-9

    MSDS/COA Download

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  • Casno:

    58-55-9

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    58-55-9

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History

Around 1888,Theophylline was first extracted from tea leaves  by the German biologist Albrecht Kossel.
In 1888,Theophylline was first identified chemically.
At later,Theophylline was synthesized by another German scientist Wilhelm Traube.
In the 1950s,Theophylline was first used in asthma treatment as a drug.
In 2008, theophylline was used in anosmia treatment

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

1. Introduction of Theophylline

The IUPAC name of Theophylline is 1,3-dimethyl-7H-purine-2,6-dione. With the CAS registry number 58-55-9 and EINECS 200-385-7, it is also named as 1,3-Dimethylxanthine. The product's categories are Alkaloids; Alkaloids (Others); Biochemistry; Alkaloids Forensic and Veterinary Standards; Chemical Structure; Drugs of Abuse; Drugs & Metabolites; Neat Compounds Drugs of Abuse; API's. It is white to light yellow crystal powder which is soluble in water (1:120), ethanol (1:18), chloroform (1:86), hydrogen oxidation lye, ammonia, dilute hydrochloric acid and dilute nitric acid, slightly soluble in ether at room temperature. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

2. Properties of Theophylline

The other characteristics of this product can be summarized as: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 23.175; (5)ACD/KOC (pH 7.4): 21.837; (6)#H bond acceptors: 6; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 69.3 Å2; (10)Index of Refraction: 1.62; (11)Molar Refractivity: 43.15 cm3; (12)Molar Volume: 122.913 cm3; (13)Polarizability: 17.106×10-24 cm3; (14)Surface Tension: 67.638 dyne/cm; (15)Enthalpy of Vaporization: 71.361 kJ/mol; (16)Vapour Pressure: 0 mmHg at 25°C; (17)Tautomer Count: 4; (18)Exact Mass: 180.064726; (19)MonoIsotopic Mass: 180.064726; (20)Topological Polar Surface Area: 69.3; (21)Heavy Atom Count: 13; (22)Complexity: 267.

3. Structure Descriptors of Theophylline

You could convert the following datas into the molecular structure:
1). SMILES:Cn1c2c(c(=O)n(c1=O)C)[nH]cn2
2). InChI:InChI=1/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
3). InChIKey:ZFXYFBGIUFBOJW-UHFFFAOYAT

4. Toxicity of Theophylline

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) BEHAVIORAL: HEADACHE

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

GASTROINTESTINAL: NAUSEA OR VOMITING
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) BEHAVIORAL: TREMOR

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

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

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
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) CARDIAC: CHANGE IN RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

GASTROINTESTINAL: NAUSEA OR VOMITING
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) CARDIAC: CHANGE IN RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
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: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
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

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

GASTROINTESTINAL: NAUSEA OR VOMITING
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) BEHAVIORAL: COMA

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

5. Safety Information of Theophylline

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. What's more, it is not only toxic by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. And it has danger of very serious irreversible effects. 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 and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 

6. Preparation and Use of Theophylline

Preparation of Theophylline: It can be obtained by starting from dimethylurea and ethyl 2-cyanoacetate.


Uses of Theophylline: It has main actions, such as relaxing bronchial smooth muscle, increasing blood pressure and renal blood flow, increasing heart muscle contractility and efficiency; as a positive inotropic, increasing heart rate: positive chronotropic, some anti-inflammatory effects, central nervous system stimulatory effect mainly on the medullary respiratory center. It also can react with bromoethane to get 7-ethyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione. This reaction needs reagent 10percent aq. NaOH, catalytic agent bromure de tetra-n-butylammonium and solvent CH2Cl2 at temperature of 40 °C. The reaction time is 24 hours. The yield is 96%.