diprophylline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
N-methylated xanthine derivatives	976	479-18-5

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: dyphylline diprophylline aristophyllin corphyllin diphyllin diphylline diprophyllin glyphyllin glyphylline hidroxiteofillina neophyllin neutrafillina neutraphyllin neutraphylline neutroxantina protheophylline propyphyllin synthophylline	A THEOPHYLLINE derivative with broncho- and vasodilator properties. It is used in the treatment of asthma, cardiac dyspnea, and bronchitis. Molecular weight: 254.25 Formula: C10H14N4O4 CLOGP: -1.29 LIPINSKI: 0 HAC: 8 HDO: 2 TPSA: 98.90 ALOGS: -1.25 ROTB: 3 Status: OFM Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

dyphylline
diprophylline
aristophyllin
corphyllin
diphyllin
diphylline
diprophyllin
glyphyllin
glyphylline
hidroxiteofillina
neophyllin
neutrafillina
neutraphyllin
neutraphylline
neutroxantina
protheophylline
propyphyllin
synthophylline

A THEOPHYLLINE derivative with broncho- and vasodilator properties. It is used in the treatment of asthma, cardiac dyspnea, and bronchitis.

Molecular weight: 254.25
Formula: C10H14N4O4
CLOGP: -1.29
LIPINSKI: 0
HAC: 8
HDO: 2
TPSA: 98.90
ALOGS: -1.25
ROTB: 3

Status: OFM

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
1	g	O
1	g	P
1	g	R

ADMET properties:

Property	Value	Reference
MRTD (Maximum Recommended Therapeutic Daily Dose)	235.99 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	90 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution)	0.42 L/kg	Lombardo F, Berellini G, Obach RS
CL (Clearance)	4.80 mL/min/kg	Lombardo F, Berellini G, Obach RS
t_half (Half-life)	1.70 hours	Lombardo F, Berellini G, Obach RS
S (Water solubility)	330 mg/mL	Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System)	3	Bocci G, Oprea TI, Benet LZ

Approvals:

Date	Agency	Company	Orphan
March 7, 1951	FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	R03DA01	RESPIRATORY SYSTEM DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES OTHER SYSTEMIC DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES Xanthines
ATC	R03DA51	RESPIRATORY SYSTEM DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES OTHER SYSTEMIC DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES Xanthines
ATC	R03DB01	RESPIRATORY SYSTEM DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES OTHER SYSTEMIC DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES Xanthines and adrenergics
CHEBI has role	CHEBI:35523	bronchodilator
CHEBI has role	CHEBI:35620	vasodilator agents
CHEBI has role	CHEBI:50218	phosphodiesterase inhibitors
CHEBI has role	CHEBI:51371	muscle relaxants
MeSH PA	D018927	Anti-Asthmatic Agents
MeSH PA	D001993	Bronchodilator Agents
MeSH PA	D002317	Cardiovascular Agents
MeSH PA	D004791	Enzyme Inhibitors
MeSH PA	D018373	Peripheral Nervous System Agents
MeSH PA	D010726	Phosphodiesterase Inhibitors
MeSH PA	D019141	Respiratory System Agents
MeSH PA	D014665	Vasodilator Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Bronchospasm	indication	4386001
Chronic bronchitis	indication	63480004	DOID:6132
Pulmonary emphysema	indication	87433001
Asthma	indication	195967001	DOID:2841
Asthma night-time symptoms	indication	395022009
Asthma management	indication	406162001
Asthma-chronic obstructive pulmonary disease overlap syndrome	indication	10692761000119107
Chronic Obstructive Pulmonary Disease with Bronchospasms	off-label use
COPD Associated with Chronic Bronchitis	off-label use
Gastritis	contraindication	4556007	DOID:4029
Suicidal thoughts	contraindication	6471006
Alcoholism	contraindication	7200002
Hyperammonemia	contraindication	9360008
Peptic ulcer	contraindication	13200003	DOID:750
Hepatic encephalopathy	contraindication	13920009	DOID:13413
Myocardial infarction	contraindication	22298006	DOID:5844
Glaucoma	contraindication	23986001	DOID:1686
Hyperthyroidism	contraindication	34486009	DOID:7998
Depressive disorder	contraindication	35489007
Hypertensive disorder	contraindication	38341003	DOID:10763
Conduction disorder of the heart	contraindication	44808001
Chronic heart failure	contraindication	48447003
Disorder of cardiovascular system	contraindication	49601007	DOID:1287
Heart disease	contraindication	56265001	DOID:114
Hepatic failure	contraindication	59927004
Poisoning by phenobarbital	contraindication	64921004
Substance abuse	contraindication	66214007
Psychotic disorder	contraindication	69322001
Hepatic coma	contraindication	72836002	DOID:12550
Diabetes mellitus	contraindication	73211009	DOID:9351
Sleep apnea	contraindication	73430006	DOID:0050847
Cor pulmonale	contraindication	83291003	DOID:8515
Kidney disease	contraindication	90708001	DOID:557
Angina pectoris	contraindication	194828000
Disease of liver	contraindication	235856003	DOID:409
Benign prostatic hyperplasia	contraindication	266569009
Dyspnea	contraindication	267036007
Anemia	contraindication	271737000	DOID:2355
Pregnancy, function	contraindication	289908002
Thrombocytopenic disorder	contraindication	302215000	DOID:1588
Neutropenic disorder	contraindication	303011007	DOID:1227
Angle-closure glaucoma	contraindication	392291006	DOID:13550
Breastfeeding (mother)	contraindication	413712001
Chronic myocardial ischemia	contraindication	413844008	DOID:3393
Disorder of coronary artery	contraindication	414024009
Myocardial ischemia	contraindication	414795007	DOID:3393
Porphyria	contraindication	418470004
Smokes tobacco daily	contraindication	449868002

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	12.63	acidic
pKa2	13.91	acidic
pKa3	1.66	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
cGMP-inhibited 3',5'-cyclic phosphodiesterase A	Enzyme	Q14432	PDE3A_HUMAN	INHIBITOR				CHEMBL	CHEMBL
cAMP-specific 3',5'-cyclic phosphodiesterase 4B	Enzyme	Q07343	PDE4B_HUMAN	INHIBITOR				WOMBAT-PK	CHEMBL

External reference:

ID	Source
4018443	VUID
N0000146767	NUI
D00691	KEGG_DRUG
4018443	VANDF
C0013360	UMLSCUI
CHEBI:4728	CHEBI
X0T	PDB_CHEM_ID
CHEMBL1752	ChEMBL_ID
DB00651	DRUGBANK_ID
CHEMBL221190	ChEMBL_ID
C010130	MESH_SUPPLEMENTAL_RECORD_UI
3182	PUBCHEM_CID
7070	IUPHAR_LIGAND_ID
3714	RXNORM
3397	MMSL
4648	MMSL
d00759	MMSL
000609	NDDF
32370002	SNOMEDCT_US
386183006	SNOMEDCT_US
D004400	MESH_DESCRIPTOR_UI
1365	INN_ID
263T0E9RR9	UNII

Pharmaceutical products:

None