THEOPHYLLINE ANHYDROUS

First marketed in 1921

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H8N4O2
Molecular Weight	180.164
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C2=C(N=CN2)C(=O)N(C)C1=O

InChI

InChIKey=ZFXYFBGIUFBOJW-UHFFFAOYSA-N

InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)

HIDE SMILES / InChI

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019211s042lbl.pdf
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9676340 | https://www.ncbi.nlm.nih.gov/pubmed/27713276

Since its discovery as component of the tea leaf by Albert Kossel in 1888, the history of theophylline (CAS 58-55-9) has been a long and successful one. At the turn of the century, theophylline became less expensive due to chemical synthesis and was primarily used as diuretic in subsequent years. It was Samuel Hirsch who discovered the bronchospasmolytic effect of theophylline in 1992, however, despite this pioneering discovery theophylline continued to be used primarily as diuretic and cardiac remedy. The molecular mechanism of bronchodilatation is inhibition of phosphodiesterase(PDE)3 and PDE4, but the anti-inflammatory effect may be due to histone deacetylase (HDAC) activation, resulting in switching off of activated inflammatory genes. Theophylline is indicated for the treatment of acute exacerbations of the symptoms and reversible airflow obstruction associated with asthma and other chronic lung diseases, e.g., emphysema and chronic bronchitis.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Phosphodiesterase 3 61 Target ID: CHEMBL2094125 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27713276 \| https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019211s042lbl.pdf	Inhibitor 8504
Phosphodiesterase 4 54 Target ID: CHEMBL2093863 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27713276 \| https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019211s042lbl.pdf	Inhibitor 8504
Adenosine receptor 35 Target ID: CHEMBL2111329 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6287366 \| https://www.ncbi.nlm.nih.gov/pubmed/27713276 \| https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019211s042lbl.pdf	Antagonist 2849

Conditions

Condition	Modality	Targets	Highest Phase	Product
Airway obstruction 23 Sources: https://www.fda.gov/ohrms/dockets/ac/03/briefing/3976B1_02_G-FDA-Tab7-Part%202.pdf https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019211s042lbl.pdf	Primary		Approved 8583	THEOPHYLLINE AND DEXTROSE 5% IN PLASTIC CONTAINER Approved Use Theophylline is indicated for the treatment of the symptoms and reversible airflow obstruction associated with chronic asthma and other chronic lung diseases, e.g., emphysema and chronic bronchitis. Launch Date 1982

C_max

Value	Dose	Co-administered	Analyte	Population
7.3 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7332727/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		THEOPHYLLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
95.5 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7332727/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		THEOPHYLLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
8.51 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7332727/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		THEOPHYLLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
41% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7332727/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		THEOPHYLLINE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

Doses

Dose	Population	Adverse events
20 mg/mL steady, intravenous Highest studied dose Dose: 20 mg/mL Route: intravenous Route: steady Dose: 20 mg/mL Sources: https://pubmed.ncbi.nlm.nih.gov/8119049	unhealthy, 39 years (51 % < 40 years) Health Status: unhealthy Age Group: 39 years (51 % < 40 years) Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/8119049	Disc. AE: Vomiting... Other AEs: Vomiting... AEs leading to discontinuation/dose reduction: Vomiting (grade 3, 5.75%) Other AEs: Vomiting (12.64%) Sources: https://pubmed.ncbi.nlm.nih.gov/8119049
1200 mg 1 times / day steady, oral Recommended Dose: 1200 mg, 1 times / day Route: oral Route: steady Dose: 1200 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	unhealthy, 66 ± 9 Health Status: unhealthy Age Group: 66 ± 9 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	Disc. AE: Gastrointestinal discomfort, Supraventricular tachycardia... Other AEs: Tremor, Nervousness... AEs leading to discontinuation/dose reduction: Gastrointestinal discomfort (grade 3, 16.7%) Supraventricular tachycardia (grade 3, 16.7%) Other AEs: Tremor (16.7%) Nervousness (16.7%) Dysrhythmias (grade 1, 16.7%) Sources: https://pubmed.ncbi.nlm.nih.gov/3671893
800 mg single, oral Recommended Dose: 800 mg Route: oral Route: single Dose: 800 mg Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	unhealthy, 66 ± 9 Health Status: unhealthy Age Group: 66 ± 9 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	Sources: https://pubmed.ncbi.nlm.nih.gov/3671893
800 mg 1 times / day steady, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: steady Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	unhealthy, 66 ± 9 Health Status: unhealthy Age Group: 66 ± 9 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/3671893	Sources: https://pubmed.ncbi.nlm.nih.gov/3671893
1600 mg 1 times / day multiple, oral Overdose Dose: 1600 mg, 1 times / day Route: oral Route: multiple Dose: 1600 mg, 1 times / day Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	unhealthy Health Status: unhealthy Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	Other AEs: Generalized epileptic seizure, Cardiac arrhythmias... Other AEs: Generalized epileptic seizure (grade 4-5) Cardiac arrhythmias (grade 4-5) Calcium increased serum Creatine kinase increased Blood myoglobin increased Leukocyte count increased Serum phosphate decreased Magnesium serum decreased Acute myocardial infarction Obstructive uropathy Cardio-respiratory arrest (grade 5) Hypoxic encephalopathy (grade 5) Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display
1600 mg 1 times / day multiple, oral Overdose Dose: 1600 mg, 1 times / day Route: oral Route: multiple Dose: 1600 mg, 1 times / day Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	unhealthy Health Status: unhealthy Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	Other AEs: Vomiting, Hypokalemia... Other AEs: Vomiting (30%) Hypokalemia (44%) Hyperglycemia (18%) Acid-base balance abnoraml (9%) Sinus tachycardia (100%) Supraventricular tachycardia (12%) Premature ventricular ectopic beats (10%) Atrial flutter/ fibrillation (12%) Multifocal atrial tachycardia (2%) Hemodynamic instability (40%) Tremor (16%) Seizures (14%) Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display
1600 mg 1 times / day multiple, oral Overdose Dose: 1600 mg, 1 times / day Route: oral Route: multiple Dose: 1600 mg, 1 times / day Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	unhealthy Health Status: unhealthy Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	Other AEs: Vomiting, Abdominal pain... Other AEs: Vomiting (61%) Abdominal pain (12%) Diarrhea (14%) Hematemesis (2%) Hypokalemia (43%) Acid-base balance abnoraml (9%) Sinus tachycardia (62%) Supraventricular tachycardia (14%) Premature ventricular ectopic beats (19%) Hypotension (8%) Nervousness (21%) Tremor (14%) Disorientation (11%) Seizures (5%) Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display
10 mg/kg single, oral Overdose Dose: 10 mg/kg Route: oral Route: single Dose: 10 mg/kg Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	unknown Health Status: unknown Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	Other AEs: Vomiting, Hypokalemia... Other AEs: Vomiting (73%) Hypokalemia (85%) Hyperglycemia (98%) Acid-base balance abnoraml (34%) Sinus tachycardia (100%) Supraventricular tachycardia (2%) Premature ventricular ectopic beats (3%) Atrial flutter/ fibrillation (1%) Hemodynamic instability (7%) Tremor (38%) Seizures (5%) Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display
10 mg/kg single, oral Overdose Dose: 10 mg/kg Route: oral Route: single Dose: 10 mg/kg Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	unknown Health Status: unknown Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display	Other AEs: Abdominal pain, Rhabdomyolysis... Other AEs: Abdominal pain (21%) Rhabdomyolysis (7%) Hypotension (21%) Nervousness (64%) Disorientation (7%) Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=88d863a5-63ab-4b29-b181-6d7db38234ba&type=display

AEs

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946	substrate 1193	substrate 1388

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	CYP1A2 1197 CYP2E1 729 CYP1A1 389 CYP2A6 626 CYP2B6 776 OAT2 125

Drug as victim

Target	Modality	Activity
CYP1A1 389	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	little to none
CYP2A6 626	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	little to none
CYP2B6 776	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	little to none
CYP2C9 1193	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	little to none
CYP1A2 1197	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	yes
CYP2D6 1388	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	yes
CYP2E1 729	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	yes
CYP3A4 1946	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/7632164/	yes
OAT2 125	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/15708966/	yes

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY561569	https://www.001chemical.com/chem/58-55-9
3B Scientific (Wuhan) Corp	3B1-00065	http://www.3bsc.com/index/pro_info.php?id=20277
3B Scientific (Wuhan) Corp	3B3-020355	http://www.3bsc.com/index/pro_info.php?id=29324
AA Blocks	AA00IA8K	http://www.aablocks.com/goods/Goods/detail?id=AA00IA8K
abcr GmbH	AB352320	http://www.abcr.com/shop/en/AB352320
AbMole Bioscience	M4568	http://www.abmole.com/products/aescin-iia.html
AbMole Bioscience	M6007	http://www.abmole.com/products/theophylline.html
Acadechem	ACDS-070925	http://www.acadechemical.com/product/145624
Achemtek	0102-012812	http://www.achemtek.com/46155-90-2
Acorn PharmaTech	ACN-046916	http://www.acornpharmatech.com/
Acros Organics	AC250310010	https://www.fishersci.com/shop/products/theophylline-99-anhydrous-acros-organics/AC250310010
Acros Organics	AC250310050	https://www.fishersci.com/shop/products/theophylline-99-anhydrous-acros-organics-1/AC250310050
Acros Organics	AC250312500	https://www.fishersci.com/shop/products/theophylline-99-anhydrous-acros-organics-1/AC250312500
AEchem Scientific Corp., USA	AE050882	http://www.aechemsc.com/info_products/AE050882.php
AHH Chemical co.,ltd	MT-47075	http://www.ahhchemical.com/product/MT-47075.html
AHH Chemical co.,ltd	MT-59380	http://www.ahhchemical.com/product/MT-59380.html
AHH Chemical co.,ltd	NP-0086	http://www.ahhchemical.com/product/NP-0086.html
AK Scientific, Inc. (AKSCI)	67805	http://www.aksci.com/item_detail.php?cat=67805
Alfa Chemistry	49746-06-7	https://www.alfa-chemistry.com/cas_49746-06-7.htm
Alfa Chemistry	AP58559	https://reagents.alfa-chemistry.com/product/theophylline-cas-58-55-9-13554.html
Alfa Chemistry	AP58559-A	https://reagents.alfa-chemistry.com/product/theophylline-melting-point-standard-cas-58-55-9-13555.html
Alfa Chemistry	AP58559-B	https://reagents.alfa-chemistry.com/product/theophylline-cas-58-55-9-13556.html
Alsachim	1888	http://www.alsachim.com/product-C2812-glo.bal-view.html
Ambeed	A896968	https://www.ambeed.com/products/58-55-9.html
Ambinter	Amb18809291	http://www.ambinter.com/reference/18809291
Angene	AGN-PC-0WAFD2	http://www.angenechemical.com/productshow/AGN-PC-0WAFD2.html
ApexBio Technology	N1442	http://www.apexbt.com/theophylline-14283.html
Aronis	ARONIS25346	http://www.aronis.ru/store/index.php?main_page=product_info&cPath=1&products_id=18242
Aurora Fine Chemicals LLC	K02.110.044	http://online.aurorafinechemicals.com/info?ID=K02.110.044
Aurum Pharmatech LLC	NE11194	http://www.Aurumpharmatech.com/Product/ProductDetails/NE11194
BioChemPartner	BCP30664	http://www.biochempartner.com/58-55-9-BCP30664
BioCrick	BCN1258	http://www.biocrick.com/Theophylline-BCN1258.html
BioSynth	Q-201819	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-201819.html
BLD Pharm	BD34182	http://www.bldpharm.com/products/58-55-9.html
BOC Sciences	117490-39-8	https://www.bocsci.com/theophylline-d6-dimethyl-d6-cas-117490-39-8-item-412869.html
BOC Sciences	134459-03-3	https://www.bocsci.com/theophylline-8-3h-cas-134459-03-3-item-199700.html
Capot Chemical	9695	http://www.capotchem.com/en/9695.htm
Capot Chemical	PubChem9695	http://www.capotchem.com/en/9695.htm
Chem Scene	CS-4158	http://www.chemscene.com/58-55-9.html
Chemenu	CM110081	http://www.chemenu.com/products/CM110081
ChemFaces	CFN99768	http://www.chemfaces.com/natural/Theophylline-CFN99768.html
ChemMol	30107934	http://www.chemmol.com/chemmol/30107934.html
ChemMol	49416408	http://www.chemmol.com/chemmol/49416408.html
ChemMol	99089954	http://www.chemmol.com/chemmol/99089954.html
Chemspace	CSSB00000212133	https://chem-space.com/CSSB00000212133
Clearsynth	CS-ER-02083	https://www.clearsynth.com/en/CSER02083.html
Clearsynth	CS-O-30795	https://www.clearsynth.com/en/CSO30795.html
CSNpharm	CSN16416	https://www.csnpharm.com/products/theophylline.html
DC Chemicals	DCC-042	http://www.dcchemicals.com//product_show-Theophylline.html
Debye Scientific	DB-053224	http://www.debyesci.com/cas_58-55-9.html
Enamine	Z271004650	https://www.enaminestore.com/catalog/Z271004650
eNovation Chemicals	D673731	https://www.enovationchem.com/ProductDetails.asp?ProductID=D673731
eNovation Chemicals	D766195	https://www.enovationchem.com/ProductDetails.asp?ProductID=D766195
Finetech	FT-0631259	http://www.finetechnology-ind.com/prod/detail/pub/58-55-9.html
Finetech	FT-0675140	http://www.finetechnology-ind.com/prod/detail/pub/117490-39-8.html
Glentham Life Sciences	GP6302	http://www.glentham.com/products/product/GP6302/
Hairui	HR137621	http://www.hairuichem.com/en/product/58-55-9.html
iChemical	EBD4642	http://www.ichemical.com/products/58-55-9.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
Lab Network	LN00223847	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00223847
LGC Standards	DRE-C17446000	https://www.lgcstandards.com/US/en/p/DRE-C17446000
LGC Standards	LGCAMP0176.00-01	https://www.lgcstandards.com/US/en/p/LGCAMP0176.00-01
LGC Standards	LGCFOR0176.00	https://www.lgcstandards.com/US/en/p/LGCFOR0176.00
LGC Standards	MM0176.00	https://www.lgcstandards.com/US/en/p/MM0176.00
Matrix Scientific	134139	https://www.matrixscientific.com/134139.html
mcule	MCULE-8236489917	https://mcule.com/MCULE-8236489917/
MedChem Express	HY-B0809	https://www.medchemexpress.com/Theophylline.html
Molcore	MC561569	https://www.molcore.com/product/58-55-9
MuseChem	I004187	https://www.musechem.com/product/I004187.html
Oakwood	95062	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=132506&ExtHyperLink=1
Otava	3585962	https://search.otavachemicals.com/#!/search?query=3585962&type=code&base=dbb
Parchem	11423	http://www.parchem.com/chemical-supplier-distributor/Theophylline-Anhydrous-USP-001423.aspx
Parchem	17264	http://www.parchem.com/chemical-supplier-distributor/Theophylline-007264.aspx
Renno Tech	RP24142	http://www.rennotech.com/product_show.asp?id=29796
Sigma-Aldrich	1653004_USP	https://www.sigmaaldrich.com/catalog/product/usp/1653004?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1653117_USP	https://www.sigmaaldrich.com/catalog/product/usp/1653117?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	88308_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/88308?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	BP327_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/bp327?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	IMPC-051-01_CERILLIAN	https://www.sigmaaldrich.com/catalog/product/cerillian/impc05101?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S055268	http://www.sinfoobiotech.com/product/1058666
Smolecule	S545163	http://www.smolecule.com/products/s545163
TCI (Tokyo Chemical Industry)	T0179	http://www.tcichemicals.com/eshop/en/us/commodity/T0179/index.html
THE BioTek	bt-284249	https://www.thebiotek.com/product/inhibitors/bt-284249
THE BioTek	bt-308536	https://www.thebiotek.com/product/others/bt-308536
Tocris	2795	https://www.tocris.com/products/theophylline_2795
Vitas-M Laboratory	BBL023514	http://www.request.vitasmlab.biz/index.php?option=com_search_stk&Itemid=22&stk=BBL023514&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink
VladaChem	VL144640	https://www.vladachem.com/product.php?products=58-55-9
VladaChem	VL165515	https://www.vladachem.com/product.php?products=58-55-9
VladaChem	VL272263-100G	https://www.vladachem.com/product.php?products=58-55-9

PubMed

Title	Date	PubMed
Resin hemoperfusion as treatment for theophylline-induced seizures.	1979 Jun	108053
Successful resuscitation of a verapamil-intoxicated patient with percutaneous cardiopulmonary bypass.	1999 Dec	10628632
[A case of acute renal failure with rhabdomyolysis caused by the interaction of theophylline and clarithromycin].	1999 Jun	10441997
Effects of Saiko-ka-ryukotsu-borei-to, a Japanese Kampo medicine, on tachycardia and central nervous system stimulation induced by theophylline in rats and mice.	1999 Mar	10230855
Gamma-aminobutyric acid and glutamic acid receptors may mediate theophylline-induced seizures in mice.	1999 Mar	10211593
Effects of theophylline, dexamethasone and salbutamol on cytokine gene expression in human peripheral blood CD4+ T-cells.	1999 Nov	10596698
Actions of adenosine A2A receptor antagonist KW-6002 on drug-induced catalepsy and hypokinesia caused by reserpine or MPTP.	1999 Nov	10591873
[A case of acute theophylline intoxication with repeated status convulsivus].	1999 Nov	10565195
Theophylline, aminophylline, caffeine and analogues for acute ischaemic stroke.	2000	10796327
Theophylline, pentostatin (Nipent), and chlorambucil: a dose-escalation study targeting intrinsic biologic resistance mechanisms in patients with relapsed lymphoproliferative disorders.	2000 Apr	10877050
Doxofylline: a new generation xanthine bronchodilator devoid of major cardiovascular adverse effects.	2001	11268710
A novel method for measuring gel strength of controlled release hydrogel tablets using a cone/plate rheometer.	2001	11247269
Rat ventral prostate xanthine oxidase bioactivation of ethanol to acetaldehyde and 1-hydroxyethyl free radicals: analysis of its potential role in heavy alcohol drinking tumor-promoting effects.	2001	11223889
Caffeine metabolism before and after liver transplantation.	2001 Feb	11270802
Therapeutic options for the management of patients with cardiac syndrome X.	2001 Feb	11161946
Anti-inflammatory effects of ABT-702, a novel non-nucleoside adenosine kinase inhibitor, in rat adjuvant arthritis.	2001 Feb	11160636
Mechanism of prolonged vasorelaxation to ATP in the rat isolated mesenteric arterial bed.	2001 Feb	11159721
Facilitative effects of an adenosine A1/A2 receptor blockade on spatial memory performance of rats: selective enhancement of reference memory retention during the light period.	2001 Jan 8	11163632
Adenosine diphosphate ribose dilates bovine coronary small arteries through apyrase- and 5'-nucleotidase-mediated metabolism.	2001 Jan-Feb	11173996
Purinergic contribution to circulatory, metabolic, and adrenergic responses to acute hypoxemia in fetal sheep.	2001 Mar	11171645
Cytosolic xanthine oxidoreductase mediated bioactivation of ethanol to acetaldehyde and free radicals in rat breast tissue. Its potential role in alcohol-promoted mammary cancer.	2001 Mar 7	11246119

Patents

Sample Use Guides

In Vivo Use Guide

For a given population there is no single theophylline dose that will provide both safe and effective serum concentrations for all patients. The dose of theophylline must be individualized on the basis of serum theophylline concentration measurements in order to achieve a dose that will provide maximum potential benefit with minimal risk of adverse effects.

Route of Administration: Other

In Vitro Use Guide

1 mM theophylline inhibited histamine release from human skin mast cells

Name

Type

Language

THEOPHYLLINE ANHYDROUS

Common Name

English

THEOPHYLLINE MELTING POINT STANDARD

Preferred Name

English

PENTOXIFYLLINE IMPURITY C [EP IMPURITY]

Common Name

English

Theophylline [WHO-DD]

Common Name

English

1,3-DIMETHYLXANTHINE

Systematic Name

English

THEOPHYLLINE,ANHYDROUS [VANDF]

Common Name

English

THEOPHYLLINE [USP-RS]

Common Name

English

THEOPHYLLINE [MI]

Common Name

English

THEOPHYLLINE, ANHYDROUS

Common Name

English

NSC-2066

Code

English

THEOPHYLLINE ANHYDROUS [HSDB]

Common Name

English

DIMENHYDRINATE IMPURITY A [EP IMPURITY]

Common Name

English

DOXOPHYLLINE METABOLITE M3

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319