UCSF

ZINC00113442

Substance Information

In ZINC since Heavy atoms Benign functionality
July 23rd, 2004 12 No

Other Names:

"2-Methyl-5-nitro-1-imidazoleethanol, 99%"

nidazole

1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazole; 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole; 1-(beta-ethylol)-2-methyl-5-nitro-3-azapyrrole; 1-(beta-hydroxyethyl)-2-methyl-5-nitroimidazole; 1-(beta-oxyethyl)-2-methyl-5-nitroimidazole; 2-methyl-1-(2-hydr

1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazole; 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole; 1-(beta-Oxyethyl)-2-methyl-5-nitroimidazole; 1-(beta-ethylol)-2-methyl-5-nitro-3-azapyrrole; 1-(beta-hydroxyethyl)-2-methyl-5-nitroimidazole; 1-Hydroxyethyl-2-m

1-(2-Hydroxyethyl)-2-methyl-5-nitr

1-(2-Hydroxyethyl)-2-methyl-5-nitroimidazole

1-(BETA-ETHYLOL)-2-METHYL-5-NITRO-3-AZAPYRROLE

1-Hydroxyethyl-2-methyl-5-nitroimidazole

1H-imidazole-1-ethanol, 2-methyl-5-nitro-

1H-Imidazole-1-ethanol, 2-methyl-5-nitro-, hydrochloride; 2-Methyl-5-nitroimidazole-1-ethanol hydrochloride; 2-Methyl-5-nitroimidazole-1-ethanol monohydrochloride; C6H9N3O3.HCl; FLAGYL I.V; Imidazole-1-ethanol, 2-methyl-5-nitro-, hydrochloride; LS-78668

2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethan-1-ol

2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol

2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol hydrochloride

2-(2-Methyl-5-nitro-imidazol-1-yl)-ethanol

2-(2-methyl-5-nitroimidazol-1-yl)ethanol

2-(2-methyl-5-nitroimidazolyl)ethan-1-ol

2-Methyl-5-nitro-1-imidazoleethanol

2-Methyl-5-nitro-1H-imidazole-1-ethanol

2-Methyl-5-nitroiMidazole-1-ethanol

2-Methyl-5-nitroimidazole-1-ethanol hydrochloride; 2-Methyl-5-nitroimidazole-1-ethanol monohydrochloride; Metronidazole HCl

443-48-1

443-48-1; C07203; Metronidazole

443-48-1; D00409; Flagyl (TN); Metrogel-vaginal (TN); Metronidazole (JP16/USP/INN); Noritate (TN)

443-48-1; Metronidazole; Prestwick_334

46461_FLUKA

46461_RIEDEL

69198-10-3 (mono-hydrochloride)

69198-10-3; D05016; Flagyl I.V. (TN); Metronidazole hydrochloride (USAN)

99616-64-5

AB00052046

AC-10556

AC1L1HKS

AC1Q2P2Z

Acromona

AKOS000269646

Anagiardil

APMN

Apo-Metronidazole

Arilin

ARONIS24285

Atrivyl

BAN

BAS 02983617

BAY-5360

Bayer 5360

BCBcMAP01_000184

Bexon

BIDD:GT0107

Bio-0694

BPBio1_000004

BRD-K52020312-001-05-2

BRN 0611683

BSPBio_000002

BSPBio_002031

CAS-443-48-1

Caswell No. 579AA

CB-01-14 MMX

CCRIS 410

CHEBI:39845

CHEBI:39845; CHEBI:63636

CHEBI:6909

CHEMBL137

CID4173

Cimetrol 500LPCI

Clont

Cont

CPD000058175

CPD000058175; METRONIDAZOLE; 443-48-1

CPD000058175; METRONIDAZOLE; SAM001247010

CPD000058175; SAM001247010; metronidazole

D00409

Danizol

DAP000534

DB00916

Deflamon

Deflamon-Wirkstoff

Dentamet gel

DivK1c_000007

Efloran

EINECS 207-136-1

Elyzol

Entizol

EPA Pesticide Chemical Code 120401

Eumin

Flagemona

Flagesol

Flagil

Flagyl

Flagyl (TN)

Flagyl 375

Flagyl ER

Flagyl I.V.

Flagyl I.V. RTU

FLAGYL I.V. RTU IN PLASTIC CONTAINER

Flagyl

Flegyl

Florazole

Fossyol

FP-250

Giatricol

Ginefla vir

Gineflavir

giniflavir

HMS1568A04

HMS1920N19

HMS2051G07

HMS2090B19

HMS2091F14

HMS500A09

HMS547C19

HSDB 3129

I14-0667

IDI1_000007

IDR-90105

Imidazole-1-ethanol, 2-methyl-5-nitro-

INN

JAN

KBio1_000007

KBio2_001515

KBio2_004083

KBio2_006651

KBio3_001531

KBioGR_000559

KBioSS_001515

Klion

Klont

LS-1264

M0924

M1547_SIGMA

M3761_FLUKA

M3761_SIGMA

M9036_SIGMA

Maybridge1_001999

Meronidal

Methronidazole

Methronidazole;Metronidazol;Metronidazole Benzoate;Metronidazole in Plastic Container;Metronidazolo

Methyl-5-nitroimidazole-1-ethanol

Metric

Metric 21

Metro Cream

Metro Gel

METRO I.V

Metro I.V.

Metro I.V. In Plastic Container

Metro IV

Metrocream

Metrodzhil

MetroGel

Metrogel-Vaginal

Metrogel-vaginal (TN)

Metrogyl

Metrolag

Metrolotion

Metrolyl

Metromidol

Metronidaz

Metronidazol

Metronidazol [INN-Spanish]

metronidazol; metronidazole; metronidazolum

Metronidazole (FDA

Metronidazole (Flagyl)

Metronidazole (JP15/USP/INN)

Metronidazole Benzoate

Metronidazole Hcl

Metronidazole Hydrochloride

Metronidazole in Plastic Container

Metronidazole Monohydrochloride

Metronidazole Phosphoester

METRONIDAZOLE USP

Metronidazole [USAN:INN:BAN:JAN]

metronidazole(1+)

Metronidazole, 99%

Metronidazolo

Metronidazolo [DCIT]

Metronidazolum

Metronidazolum [INN-Latin]

Metrotop

Metrozine

Metryl

Mexibol

Mexibol 'silanes'

MFCD00009750

Midazol

MLS000028590

MLS000758286

MolPort-000-141-892

MolPort-002-502-101

Monagyl

Monasin

Nalox

NCGC00016446-01

NCGC00016446-02

NCGC00022059-03

NCGC00022059-04

NCGC00022059-05

NCIOpen2_000337

Neo-Tric

Nida

Nidagel

Nidagyl, Mepagyl, Anagiardil, Bayer 5360, NSC 50364, NSC69587

Nidazole

NINDS_000007

Noritate

Noritate (TN)

Novonidazol

NSC 50364

NSC 69587

NSC-50364

NSC50364

NSC69587

oimidazole

Orvagil

Prestwick0_000081

Prestwick1_000081

Prestwick2_000081

Prestwick3_000081

Prestwick_334

Protostat

Rathimed

Rosased

RP 8823

RP-8823

S1907_Selleck

SAM001247010

Sanatrichom

Satric

SBB041018

SC 10295

SC-32642

SMP1_000189

SMR000058175

SPBio_000666

SPBio_001941

SPECTRUM1500412

Spectrum2_000883

Spectrum3_000506

Spectrum4_000060

Spectrum5_001289

Spectrum_001035

STK177359

Takimetol

Torgyl

Trichazol

Trichex

Tricho Cordes

Tricho-Gynaedron

Trichocide

Trichomol

Trichomonacid 'pharmachim'

Trichopal

Trichopol

Tricocet

Tricom

Tricowas B

Trikacide

Trikamon

Trikojol

Trikozol

Trimeks

Trivazol

UNII-140QMO216E

USAN

USAN); Metronidazole Benzoate (BAN

USP)

USP); Metronidazole Hydrochloride (FDA

Vagilen

Vagimid

Vandazole

Vertisal

Wagitran

WLN: T5N CNJ A2Q B1 ENW

WLN: T5N CNJA2Q B1 ENW

WLN: T6NTJ DQ ANU1- ET5N CNJ A1 BNW

Zadstat

ZERO/004064

Zidoval

ZINC00113442

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -0.47 2.66 -8.36 1 6 0 84 171.156 3

Vendor Notes

Note Type Comments Provided By
biological_use . ZereneX Building Blocks
Mp [°C] 159 - 163 Acros Organics
Melting_Point 159-161? Alfa-Aesar
Melting Pt.: 159-161?C Toronto Research Chemicals
MP 160 - 162 Enamine Building Blocks
MP 161 TCI
MP 162 - 164 Enamine Building Blocks
ALOGPS_SOLUBILITY 5.92e+00 g/l DrugBank-approved
purity 9.500000000000000e+001 Enamine Building Blocks
Purity 97% APIChem
mechanism After diffusing into the organism, interacts with DNA to cause a loss of helical DNA structure and strand breakage resulting in inhibition of protein synthesis and cell death in susceptible organisms IBScreen Bioactives
biological_use Amebiasis, symptomatic and asymptomatic trichomoniasis IBScreen Bioactives
Indications antibiotic KeyOrganics Bioactives
Therapy antiprotozoal SMDC Pharmakon
biological_use Antiprotozoal, antibacterial and amoebicidal agent IBScreen Bioactives IBScreen Bioactives
biological_use as part of a multidrug regimen for H. pylorieradication to reduce the risk of duodenal ulcer recurrence IBScreen Bioactives
biological_use CNS infections IBScreen Bioactives
Solubility: DMSO Toronto Research Chemicals
UniProt Database Links DRGA_SYNY3; RDXA_HELPY ChEBI
Patent Database Links EP1206937; EP1452533; EP1500394; EP1537858; EP1538164; EP1607103; EP1629835; EP1637143; EP1639994; EP1671623; EP1683515; EP1685843; EP1712220; EP1717247; EP1800687; EP1872775; EP1884520; EP1894559; EP1894560; EP1905436; EP1911454; US2002165218; US20030280 ChEBI
H phrase H351: Suspected of causing cancer Acros Organics
biological_use intra-abdominal infections (as part of combination regimen) IBScreen Bioactives
Notes Metronidazole is a 5-nitro imidazole derivative with activity against anaerobic protozoa and anaerobic bacteria Apollo Scientific Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 101667 NIH Clinical Collection via PubChem
Target Others Selleck Chemicals
P phrase P281: Use personal protective equipment as required Acros Organics
R phrase R40: Limited evidence of a carcinogenic effect. Acros Organics
S phrase S36/37: Wear suitable protective clothing and gloves. Acros Organics
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 101667 NIH Clinical Collection via PubChem
biological_use skin and skin structure infections IBScreen Bioactives
biological_use systemic anaerobic infections IBScreen Bioactives
biological_use treatment of antibiotic-associated pseudomembranous colitis (AAPC), bacterial vaginosis IBScreen Bioactives
biological_use Treatment of susceptible anaerobic bacterial and protozoal infections in the following conditions: IBScreen Bioactives
Patent Database Links WO2007112581; WO2007117352 ChEBI
Hazard XN: Harmful Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Z103176-2-O Entamoeba Invadens (cluster #2 Of 2), Other Other 3000 0.64 Functional ≤ 10μM
Z50422-2-O Entamoeba Histolytica (cluster #2 Of 5), Other Other 771 0.71 Functional ≤ 10μM
Z50467-3-O Trichomonas Vaginalis (cluster #3 Of 3), Other Other 720 0.72 Functional ≤ 10μM
Z50468-1-O Giardia Intestinalis (cluster #1 Of 4), Other Other 5360 0.61 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z50422 Z50422 Entamoeba Histolytica 1690 0.67 Functional ≤ 10μM
Z103176 Z103176 Entamoeba Invadens 3000 0.64 Functional ≤ 10μM
Z50468 Z50468 Giardia Intestinalis 1160 0.69 Functional ≤ 10μM
Z50467 Z50467 Trichomonas Vaginalis 1920 0.67 Functional ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )