Aminophylline (CED0003619)

Record Information

Version

1.0

Creation Date

2016-05-25 02:49:00 UTC

Update Date

2026-05-14 16:58:52 UTC

Accession Number

CHEM020979

Identification

Common Name

Aminophylline

Class

Small Molecule

Description

Aminophylline is an organic nitrogen compound with the chemical formula C16H24N10O4 and an average molecular weight of 420.43 g/mol. Aminophylline belongs to the amines, a subclass of organonitrogen compounds within the organic compounds. This compound is associated with six recorded sources, including electrical and electronic equipment such as antennas and amplifiers, as well as building and construction materials like fencing and sunshades awnings or outside screens. Within the sector of healthcare, pharmaceuticals, and veterinary products, it is used in drugs for obstructive airway diseases. Exposure to the substance occurs via oral, intravenous, and rectal routes. At the molecular level, aminophylline interacts with four recorded protein targets. It acts as an activator, antagonist, or inhibitor of cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A (PDE3A). Additionally, it targets the adenosine receptor A1 (ADORA1), the adenosine receptor A3 (ADORA3), and histone deacetylase 2 (HDAC2).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Somophyllin	Kegg
Theophylline ethylenediamine	Kegg
Aminophyllin	HMDB, MeSH
Aminophylline anhydrous	HMDB
Aminophylline dihydrate	HMDB
Aminophylline dye free	HMDB
Carine	MeSH
Diaphyllin	MeSH
Drafilyn	MeSH
Duraphyllin	MeSH
Euphyllin retard	MeSH
Mini-lix	MeSH
Mundiphyllin retard	MeSH
Tari-dog	MeSH
Theophyllamin jenapharm	MeSH
Aminodur	MeSH
Clonofilin	MeSH
Corophyllin	MeSH
Euphylline	MeSH
Novophyllin	MeSH
Phyllocontin	MeSH
Truphylline	MeSH
Afonilum	MeSH
Cardophyllin	MeSH
Euphyllin	MeSH
Godafilin	MeSH
Theophyllamine	MeSH
Theophyllin edaratiopharm	MeSH
Aminophylline DF	MeSH
Ethylenediamine, theophylline	MeSH
Eufilina	MeSH
Eufilina venosa	MeSH
Mundiphyllin	MeSH
Phyllotemp	MeSH
Theophyllin eda ratiopharm	MeSH
Theophyllin eda-ratiopharm	MeSH

Chemical Formula

C₁₆H₂₄N₁₀O₄

Average Molecular Mass

420.426 g/mol

Monoisotopic Mass

420.198 g/mol

CAS Registry Number

317-34-0

IUPAC Name

bis(1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione); ethane-1,2-diamine

Traditional Name

ethylenediamine; bis(theophylline)

SMILES

NCCN.CN1C2=C(NC=N2)C(=O)N(C)C1=O.CN1C2=C(NC=N2)C(=O)N(C)C1=O

InChI Identifier

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

InChI Key

FQPFAHBPWDRTLU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Monoalkylamines

Alternative Parents

Substituents

Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aromatic heteropolycyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
logP	-0.77	ChemAxon
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	44.93 m³·mol⁻¹	ChemAxon
Polarizability	16.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-1900000000-f6d60952fa154f363515	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-1900000000-f6d60952fa154f363515	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000900000-d88bcbeef6b136a4a7cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000900000-d88bcbeef6b136a4a7cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000900000-d88bcbeef6b136a4a7cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000900000-7469b5fd344d49cea9ac	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000900000-7469b5fd344d49cea9ac	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000900000-7469b5fd344d49cea9ac	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
619.0	Log mg/kg	[350:1100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
391	Drugs for obstructive airway diseases	Healthcare, pharmaceuticals & veterinary products	Not Available
496	Fencing	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Adenosine receptor A2b	P29275	Humans	Predicted (SEA)	26.6244
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	42.1943
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	44.2184
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	48.3444
Click to view 3D structure	Adenosine receptor A1	P47745	Cavia porcellus	Predicted (SEA)	14.2464
Click to view 3D structure	Adenosine receptor A2a	P46616	Cavia porcellus	Predicted (SEA)	11.1324
Click to view 3D structure	Adenosine receptor A2b	P29276	Rattus norvegicus	Predicted (SEA)	1.63483
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	71.232
Click to view 3D structure	Adenosine receptor A1	P30542	Humans	Predicted (SEA)	78.7834
Click to view 3D structure	Adenosine receptor A1	P28190	Bos taurus	Predicted (SEA)	43.7513
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	188.395
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	143.476
Click to view 3D structure	5'-3' exonuclease PLD3	Q8IV08	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Guanine deaminase	Q9Y2T3	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	Humans	Predicted (SEA)	148.458
Click to view 3D structure	G-protein coupled receptor 55	Q9Y2T6	Humans	Predicted (SEA)	93.8862
Click to view 3D structure	N-arachidonyl glycine receptor	Q14330	Humans	Predicted (SEA)	27.0137
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	3017.67
Click to view 3D structure	N-arachidonyl glycine receptor	Q8K1Z6	Mus musculus	Predicted (SEA)	19.6959
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	993.278
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	920.256
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	1280.7
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	1498.13
Click to view 3D structure	Endochitinase B1	Q873X9	Neosartorya fumigata	Predicted (SEA)	1.86838
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	1372.56