U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H18N4O3
Molecular Weight 290.3177
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHOPRIM

SMILES

COC1=CC(CC2=C(N)N=C(N)N=C2)=CC(OC)=C1OC

InChI

InChIKey=IEDVJHCEMCRBQM-UHFFFAOYSA-N
InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

HIDE SMILES / InChI
Molecular Formula C14H18N4O3
Molecular Weight 290.3177
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:13:50 UTC 2023
Edited
by admin
on Sat Dec 16 05:13:50 UTC 2023
Record UNII
AN164J8Y0X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMETHOPRIM
EP   GREEN BOOK   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
USAN   INN  
Official Name English
TRIMETHOPRIM COMPONENT OF SULFAMETHOPRIM
Common Name English
TRIMETHOPRIM COMPONENT OF BACTRIM
Common Name English
NIH-204
Code English
SULMEPRIM COMPONENT TRIMETHOPRIM
Common Name English
BACTRIM DS COMPONENT TRIMETHOPRIM
Common Name English
trimethoprim [INN]
Common Name English
2,4-PYRIMIDINEDIAMINE, 5-((3,4,5-TRIMETHOXYPHENYL)METHYL)-
Systematic Name English
NSC-106568
Code English
BACTRIM PEDIATRIC COMPONENT TRIMETHOPRIM
Common Name English
SEPTRA COMPONENT TRIMETHOPRIM
Common Name English
TRIMETHOPRIM COMPONENT OF SEPTRA
Common Name English
WELLCOPRIM
Common Name English
Co-trimoxazole component trimethoprim
Common Name English
TRIMETHOPRIM [HSDB]
Common Name English
TRIMETHOPRIM COMPONENT OF COTRIM
Common Name English
TRIMETHOPRIM COMPONENT OF UROPLUS
Common Name English
COTRIM D.S. COMPONENT TRIMETHOPRIM
Common Name English
TRIMETHOPRIM COMPONENT OF COTRIM D.S.
Common Name English
TRIMETHOPRIM COMPONENT OF BACTRIM PEDIATRIC
Common Name English
TRIMETHOPRIM [VANDF]
Common Name English
TRIMETHOPRIM [USAN]
Common Name English
BW-56-72
Code English
TRIMETHOPRIMUM [WHO-IP LATIN]
Common Name English
TRIMETHOPRIM [USP MONOGRAPH]
Common Name English
SULFATRIM COMPONENT TRIMETHOPRIM
Common Name English
TRIMETHOPRIM [JAN]
Common Name English
SULFAMETHOPRIM COMPONENT TRIMETHOPRIM
Common Name English
TRIMETHOPRIM COMPONENT OF SULFATRIM
Common Name English
TRIMPEX
Brand Name English
TRIMETHOPRIM [ORANGE BOOK]
Common Name English
PROLOPRIM
Brand Name English
TRIMETHOPRIM [MART.]
Common Name English
TMP
Common Name English
TRIMETHOPRIM [EP IMPURITY]
Common Name English
Trimethoprim [WHO-DD]
Common Name English
TRIMETHOPRIM [GREEN BOOK]
Common Name English
BACTRIM COMPONENT TRIMETHOPRIM
Common Name English
TRIMETHOPRIM COMPONENT OF SULMEPRIM
Common Name English
TRIMETHOPRIM [MI]
Common Name English
COTRIM COMPONENT TRIMETHOPRIM
Common Name English
BW 56-72
Code English
TRIMETHOPRIM COMPONENT OF BACTRIM DS
Common Name English
TRIMETHOPRIM [USP-RS]
Common Name English
INFECTOTRIMET
Common Name English
UROPLUS COMPONENT TRIMETHOPRIM
Common Name English
2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine
Systematic Name English
TRIMETHOPRIM [EP MONOGRAPH]
Common Name English
Classification Tree Code System Code
WHO-ATC J01EE07
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
CFR 21 CFR 520.2611
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW09
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW18
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW13
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J04AM08
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
NDF-RT N0000175489
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
LIVERTOX NBK547937
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW30
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.2 (SUL/TRI)
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW12
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.2
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW11
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW17
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW16
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EE03
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
CFR 21 CFR 520.2610
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.5.4 (SUL/TRI)
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW10
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EE05
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
NCI_THESAURUS C255
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EE02
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EE01
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
NDF-RT N0000000191
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW15
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EA01
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
CFR 21 CFR 522.2610
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW03
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EA01
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ01EW14
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ51RE01
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-VATC QJ51EA01
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
WHO-ATC J01EE04
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
CFR 21 CFR 520.2613
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
NDF-RT N0000000191
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
CFR 21 CFR 520.2612
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
Code System Code Type Description
RS_ITEM_NUM
1692505
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
LACTMED
Trimethoprim
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
NDF-RT
N0000187061
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY Organic Cation Transporter 2 Inhibitors [MoA]
INN
1047
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
TRIMETHOPRIM
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY Description: A white, crystalline powder; odourless or almost odourless. Solubility: Sparingly soluble in water; soluble in methanol R; practically insoluble in ether R. Category: Antibacterial. Storage: Trimethoprim should be kept in a well-closed container. Definition: Trimethoprim contains not less than 98.5% and not more than 101.0% of C14H18N4O3, calculated with reference to the dried substance.
FDA UNII
AN164J8Y0X
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
MESH
D014295
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
MERCK INDEX
m11148
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
TRIMETHOPRIM
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
NDF-RT
N0000187062
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY Cytochrome P450 2C8 Inhibitors [MoA]
DRUG CENTRAL
2755
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
RXCUI
10829
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C908
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
PUBCHEM
5578
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
DAILYMED
AN164J8Y0X
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
CAS
738-70-5
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
EPA CompTox
DTXSID3023712
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
NSC
106568
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
LACTMED
Trimethoprim-Sulfamethoxazole
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
ECHA (EC/EINECS)
212-006-2
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
SMS_ID
100000092388
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
EVMPD
SUB11310MIG
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
DRUG BANK
DB00440
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
ChEMBL
CHEMBL22
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
HSDB
6781
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
CHEBI
45924
Created by admin on Sat Dec 16 05:13:50 UTC 2023 , Edited by admin on Sat Dec 16 05:13:50 UTC 2023
PRIMARY
Related Record Type Details
OCT-2
TRANSPORTER -> INHIBITOR
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
Structure of TRIMETHOPRIM LACTATE
SALT/SOLVATE -> PARENT
Structure of TRIMETHOPRIM
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
USP
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of TRIMETHOPRIM SULFATE
SALT/SOLVATE -> PARENT
Structure of TRIMETHOPRIM HYDROCHLORIDE
SALT/SOLVATE -> PARENT
METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS
TARGET ORGANISM->INHIBITOR
Structure of TRIMETHOPRIM PAMOATE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 2C8
METABOLIC ENZYME -> INHIBITOR
MAJOR
Ki
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
THYMIDYLATE SYNTHASE
TARGET -> INHIBITOR
Structure of TRIMETHOPRIM
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
Related Record Type Details
Structure of .ALPHA.-HYDROXYTRIMETHOPRIM
METABOLITE -> PARENT
Structure of TRIMETHOPRIM 1-OXIDE
METABOLITE -> PARENT
Several heterologously expressed P450 enzymes, including CYP1A1, CYP1B1, CYP2C19, CYP3A4, CYP3A5, and CYP3A7, were capable of catalyzing 1-NO-TMP formation
Structure of 3-DEMETHYLTRIMETHOPRIM
METABOLITE -> PARENT
Structure of 4-DEMETHYLTRIMETHOPRIM
METABOLITE -> PARENT
Structure of TRIMETHOPRIM 3-OXIDE
METABOLITE -> PARENT
CYP1A1 and CYP1B1 were the heterologously expressed enzymes that catalyzed the highest rates of 3-NO-TMP formation.
Related Record Type Details
Structure of 4-DESAMINO-4-HYDROXY TRIMETHOPRIM
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2-DESAMINO-2-METHYLAMINO TRIMETHOPRIM
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2-DESAMINO-2-HYDROXY TRIMETHOPRIM
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 3-ANILINO-2-(3,4,5,-TRIMETHOXYBENZYL)ACRYLONITRILE, (Z)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ANILINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of RO-20-0570/002
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 5-((3-BROMO-4,5-DIMETHOXYPHENYL)METHYL)-2,4-PYRIMIDINEDIAMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of .ALPHA.-HYDROXYTRIMETHOPRIM
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 4-DESMETHOXY-4-ETHOXY TRIMETHOPRIM
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 3,4,5-TRIMETHOXYBENZOIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of METHYL 3,4,5-TRIMETHOXYBENZOATE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of TRIMETHOPRIM
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
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