AMINOPHYLLINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1940)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: R03DA05
UNII: 27Y3KJK423

Structure
InChI Key FQPFAHBPWDRTLU-UHFFFAOYSA-N
Smile Cn1c(=O)c2[nH]cnc2n(C)c1=O.Cn1c(=O)c2[nH]cnc2n(C)c1=O.NCCN
InChI
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H24N10O4
Molecular Weight 420.43
AlogP -1.04
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 72.68
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 13.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Adenosine receptor antagonist PubMed PubMed PubMed PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 5 Cytochrome P450 family 5A Cytochrome P450 5A1
- - - - 0-0
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- - - - 34
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- - - - 34
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- - - - 34
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- - - - 34

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Acute Kidney Injury 3 D058186 ClinicalTrials
Headache 3 D006261 ClinicalTrials
Heart Arrest 2 D006323 ClinicalTrials
Hypertension, Pulmonary 1 D006976 ClinicalTrials
Premature Birth 1 D047928 ClinicalTrials
Altitude Sickness 1 D000532 ClinicalTrials
Urinary Bladder Neoplasms 0 D001749 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Cardiac disorders Sinus tachycardia 100.0
Endocrine disorders Hyperglycaemia 98.0
Gastrointestinal disorders Vomiting 93.0
Cardiac disorders Sinus tachycardia 86.0
Metabolism and nutrition disorders Hypokalaemia 85.0
Metabolism and nutrition disorders Hypokalaemia 79.0
Gastrointestinal disorders Vomiting 73.0
Psychiatric disorders Nervousness 64.0
Psychiatric disorders Tension 64.0
Cardiac disorders Sinus tachycardia 62.0
Gastrointestinal disorders Vomiting 61.0
Metabolism and nutrition disorders Hypokalaemia 44.0
Metabolism and nutrition disorders Hypokalaemia 43.0
Vascular disorders Haemodynamic instability 40.0
Cardiac disorders Ventricular arrhythmia 40.0
Nervous system disorders Tremor 38.0
Gastrointestinal disorders Vomiting 30.0
Nervous system disorders Tremor 29.0
Gastrointestinal disorders Abdominal pain 21.0
Gastrointestinal disorders Gastrointestinal pain 21.0
Vascular disorders Hypotension 21.0
Psychiatric disorders Nervousness 21.0
Vascular disorders Shock 21.0
Cardiac disorders Supraventricular tachycardia 21.0
Psychiatric disorders Tension 21.0
Cardiac disorders Ventricular extrasystoles 21.0
Cardiac disorders Ventricular extrasystoles 19.0
Endocrine disorders Hyperglycaemia 18.0
Nervous system disorders Tremor 16.0
Convulsion 14.0
Gastrointestinal disorders Diarrhoea 14.0
Vascular disorders Haemodynamic instability 14.0
Cardiac disorders Supraventricular tachycardia 14.0
Nervous system disorders Tremor 14.0
Cardiac disorders Ventricular arrhythmia 14.0
Gastrointestinal disorders Abdominal pain 12.0
Cardiac disorders Atrial fibrillation 12.0
Cardiac disorders Cardiac flutter 12.0
Gastrointestinal disorders Gastrointestinal pain 12.0
Cardiac disorders Supraventricular tachycardia 12.0
Nervous system disorders Disorientation 11.0
Cardiac disorders Ventricular extrasystoles 10.0
Vascular disorders Hypotension 8.0
Vascular disorders Shock 8.0
Nervous system disorders Disorientation 7.0
Vascular disorders Haemodynamic instability 7.0
Musculoskeletal and connective tissue disorders Rhabdomyolysis 7.0
Cardiac disorders Ventricular arrhythmia 7.0
Convulsion 5.0
Cardiac disorders Ventricular extrasystoles 3.0
Cardiac disorders Atrial tachycardia 2.0
Gastrointestinal disorders Haematemesis 2.0
Cardiac disorders Supraventricular tachycardia 2.0
Cardiac disorders Atrial fibrillation 1.0
Cardiac disorders Cardiac flutter 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Respiratory, thoracic and mediastinal disorders
17.66
Nervous system disorders
11.59
General disorders and administration site conditions
9.24
Cardiac disorders
8.97
Psychiatric disorders
8.55
Injury, poisoning and procedural complications
7.72
Immune system disorders
6.21
Gastrointestinal disorders
5.24
Vascular disorders
4.69
Investigations
3.86
Skin and subcutaneous tissue disorders
3.03
Infections and infestations
2.34
Metabolism and nutrition disorders
2.21

Cross References

Resources Reference
CAS NUMBER 317-34-0
ChEBI 2659
ChEMBL CHEMBL1370561
DrugBank DB01223
EPA CompTox DTXSID40883359
FDA SRS 27Y3KJK423
PharmGKB PA164781029
PubChem 9433
SureChEMBL SCHEMBL5037
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