BROMOTHEOPHYLLINE

US Previously Marketed

First approved in 1952

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H7BrN4O2
Molecular Weight	259.06
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C2=C(NC(Br)=N2)C(=O)N(C)C1=O

InChI

InChIKey=SKTFQHRVFFOHTQ-UHFFFAOYSA-N

InChI=1S/C7H7BrN4O2/c1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h1-2H3,(H,9,10)

HIDE SMILES / InChI

Molecular Formula	C7H7BrN4O2
Molecular Weight	259.06
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=ab10451e-ff87-4974-bec4-7ba19c5bbe65

Pamabrom is a diuretic drug, available in over-the-counter medications. The active diuretic ingredient in pamabrom is 8-bromotheophylline. It is used for the relief of temporary water weight gain; bloating; swelling; full feeling associated with the premenstrual and menstrual periods.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adenosine A1 receptor 54 Target ID: CHEMBL318 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8410976	Antagonist 2849		10.2 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Menstrual relief 2 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=ab10451e-ff87-4974-bec4-7ba19c5bbe65	Palliative		Not Provided 511	DIUREX Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
3685.6 ng/mL EXPERIMENT http://www.annexpublishers.co/full-text/JBS/3101/Bioanalytical-Method-for-Pamabrom-Determined-As-8-Bromotheophylline-and-its-Application-to-a-Pharmacokinetic-Study.php	25 mg single, oral dose: 25 mg route of administration: Oral experiment type: SINGLE co-administered: ACETAMINOPHEN	ACETAMINOPHEN	BROMOTHEOPHYLLINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
46210.49 ng × h/mL EXPERIMENT http://www.annexpublishers.co/full-text/JBS/3101/Bioanalytical-Method-for-Pamabrom-Determined-As-8-Bromotheophylline-and-its-Application-to-a-Pharmacokinetic-Study.php	25 mg single, oral dose: 25 mg route of administration: Oral experiment type: SINGLE co-administered: ACETAMINOPHEN	ACETAMINOPHEN	BROMOTHEOPHYLLINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
21.35 h EXPERIMENT http://www.annexpublishers.co/full-text/JBS/3101/Bioanalytical-Method-for-Pamabrom-Determined-As-8-Bromotheophylline-and-its-Application-to-a-Pharmacokinetic-Study.php	25 mg single, oral dose: 25 mg route of administration: Oral experiment type: SINGLE co-administered: ACETAMINOPHEN	ACETAMINOPHEN	BROMOTHEOPHYLLINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

Doses

Dose	Population	Adverse events
25 mg 1 times / day multiple, oral Dose: 25 mg, 1 times / day Route: oral Route: multiple Dose: 25 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/19681920	unhealthy, 26 years Health Status: unhealthy Age Group: 26 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/19681920	Disc. AE: Fixed drug eruption... AEs leading to discontinuation/dose reduction: Fixed drug eruption Sources: https://pubmed.ncbi.nlm.nih.gov/19681920
900 mg 1 times / day multiple, oral Highest studied dose Dose: 900 mg, 1 times / day Route: oral Route: multiple Dose: 900 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	Disc. AE: Diarrhea... AEs leading to discontinuation/dose reduction: Diarrhea (mild, 1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/13080166
600 mg 1 times / day multiple, oral Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	Disc. AE: Nausea, Vomiting... AEs leading to discontinuation/dose reduction: Nausea (severe, 4 patients) Vomiting (severe, 4 patients) Skin rash (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/13080166

AEs

AE	Significance	Dose	Population
Fixed drug eruption	Disc. AE	25 mg 1 times / day multiple, oral Dose: 25 mg, 1 times / day Route: oral Route: multiple Dose: 25 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/19681920	unhealthy, 26 years Health Status: unhealthy Age Group: 26 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/19681920
Diarrhea	mild, 1 patient Disc. AE	900 mg 1 times / day multiple, oral Highest studied dose Dose: 900 mg, 1 times / day Route: oral Route: multiple Dose: 900 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166
Skin rash	1 patient Disc. AE	600 mg 1 times / day multiple, oral Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166
Nausea	severe, 4 patients Disc. AE	600 mg 1 times / day multiple, oral Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166
Vomiting	severe, 4 patients Disc. AE	600 mg 1 times / day multiple, oral Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13080166	unhealthy, 44-78 years Health Status: unhealthy Age Group: 44-78 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/13080166

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY459469	https://www.001chemical.com/chem/10381-75-6
3B Scientific (Wuhan) Corp	3B3-061733	http://www.3bsc.com/index/pro_info.php?id=100822
AA Blocks	AA003NF8	http://www.aablocks.com/goods/Goods/detail?id=AA003NF8
abcr GmbH	AB261343	http://www.abcr.com/shop/en/AB261343
Acadechem	ACDS-034597	http://www.acadechemical.com/product/109296
Accela ChemBio Inc	SY023545	http://www.accelachem.com/cn/search.html?keyword=SY023545&attname=GoodsCode
Achemica	ACMC-20989f	http://www.achemica.com/prodinfo/?id=118906
Achemo Scientific Limited	AC-91722	http://www.achemo.com/search/?Keyword=10381-75-6
AEchem Scientific Corp., USA	AE1-002819	http://www.aechemsc.com/info_products/AE1-002819.php
AK Scientific, Inc. (AKSCI)	Z3068	http://www.aksci.com/item_detail.php?cat=Z3068
Alfa Chemistry	AP10381756	https://reagents.alfa-chemistry.com/product/8-bromotheophylline-cas-10381-75-6-955.html
Alichem	449040608	http://www.alichem.com/en/products/10381-75-6.html
Ambinter	Amb17989182	http://www.ambinter.com/reference/17989182
Anward	ANW-14977	http://www.anward.com/pro_result/20744
Anward	ANW-60462	http://www.anward.com/pro_result/46913
Aronis	ARONIS24331	http://www.aronis.ru/store/index.php?main_page=product_info&cPath=1&products_id=1467
Aurora Fine Chemicals LLC	A00.352.961	http://online.aurorafinechemicals.com/info?ID=A00.352.961
Aurora Fine Chemicals LLC	K00.380.043	http://online.aurorafinechemicals.com/info?ID=K00.380.043
Aurum Pharmatech LLC	NE22738	http://www.Aurumpharmatech.com/Product/ProductDetails/NE22738
Aurum Pharmatech LLC	W-6261	http://www.Aurumpharmatech.com/Product/ProductDetails/W_6261
Beijing Acemol Technology	AMMD00018	http://www.acemol.com/products/PAMMD00018.shtml
BioSynth	W-108837	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/W-108837.html
ChemMol	80101484	http://www.chemmol.com/chemmol/80101484.html
ChemMol	97804561	http://www.chemmol.com/chemmol/97804561.html
Chemspace	CSSB00000185366	https://chem-space.com/CSSB00000185366
Clearsynth	CS-T-08990	https://www.clearsynth.com/en/CST08990.html
Debye Scientific	DB-040487	http://www.debyesci.com/cas_10381-75-6.html
Enamine	Z57161790	https://www.enaminestore.com/catalog/Z57161790
eNovation Chemicals	D547226	http://www.enovationchem.com/productDetails.asp?productID=D547226
eNovation Chemicals	D665659	https://enovationchem.com/ProductDetails.asp?ProductID=D665659
eNovation Chemicals	D912216	https://www.enovationchem.com/ProductDetails.asp?ProductID=D912216
eNovation Chemicals	Y1045702	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1045702
Finetech	FT-0636693	http://www.finetechnology-ind.com/prod/detail/pub/10381-75-6.html
Glentham Life Sciences	GK0131	http://www.glentham.com/products/product/GK0131/
Hairui	HR136666	http://www.hairuichem.com/en/product/10381-75-6.html
Hefei Hirisun Pharmatech Co., Ltd	HR130273	http://www.hirisunpharm.com/10381-75-6.html
iChemical	EBD15297	http://www.ichemical.com/products/10381-75-6.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
Lab Network	LN00182656	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00182656
Matrix Scientific	84106	https://www.matrixscientific.com/084106.html
mcule	MCULE-1062341165	https://mcule.com/MCULE-1062341165/
Molcore	MC459469	https://www.molcore.com/product/10381-75-6
Oakwood	38840	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=32716&ExtHyperLink=1
Otava	128760678	https://search.otavachemicals.com/#!/search?query=0128760678&type=code&base=dbb
Sigma-Aldrich	S168378_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/s168378
Sigma-Aldrich	S359041_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/s359041
Sinfoo Biotech	S018940	http://www.sinfoobiotech.com/product/1022338
Smolecule	S589595	https://www.smolecule.com/products/s589595
TCI (Tokyo Chemical Industry)	B3456	http://www.tcichemicals.com/eshop/en/us/commodity/B3456/index.html
THE BioTek	bt-295659	https://www.thebiotek.com/product/others/bt-295659
TripleBond	CP0064	http://www.triplebond-canada.com/prod/1510/
Vesino Industrial Co Ltd	VZ35733	http://www.vsnchem.com/goto/product/44307/
VladaChem	VL260980-1G	https://www.vladachem.com/product.php?products=10381-75-6

PubMed

Title	Date	PubMed
Erythema multiforme secondary to dimenhydrinate in a patient with previous similar reactions to pamabrom.	2014-03	24396093
Fixed drug eruption caused by pamabrom.	2009-10	19681920
A study of diuretic action of pamabrom (2-amino-2-methyl-propanol-1-8-bromotheophylline) in cardiac failure.	1953-08	13080166

Patents

Sample Use Guides

In Vivo Use Guide

Adults: Take one (1) capsule after breakfast with a full glass of water. Dose may be repeated after six (6) hours, not to exceed four (4) capsules per day. Start taking 5 or 6 days before onset of period and continue until desired relief is obtained or end of period. Drink 6 to 8 glasses of water daily.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:49:50 GMT 2025` Edited by `admin` on `Mon Mar 31 17:49:50 GMT 2025`
Record UNII	FZG87K1MQ6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BROMOTHEOPHYLLINE

Systematic Name

English

8-BROMOTHEOPHYLLINE

Preferred Name

English

8-BROMOTHEOPHYLLINE [USP-RS]

Common Name

English

NSC-164940

Code

English

1H-PURINE-2,6-DIONE, 8-BROMO-3,9-DIHYDRO-1,3-DIMETHYL-

Systematic Name

English

Code System Code Type Description

FDA UNII

FZG87K1MQ6