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Details

Stereochemistry ACHIRAL
Molecular Formula C8H6N4O5
Molecular Weight 238.157
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NITROFURANTOIN

SMILES

[O-][N+](=O)C1=CC=C(O1)\C=N\N2CC(=O)NC2=O

InChI

InChIKey=NXFQHRVNIOXGAQ-YCRREMRBSA-N
InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+

HIDE SMILES / InChI
Molecular Formula C8H6N4O5
Molecular Weight 238.157
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:11:01 UTC 2023
Edited
by admin
on Fri Dec 15 16:11:01 UTC 2023
Record UNII
927AH8112L
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
NITROFURANTOIN
EP   GREEN BOOK   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INN  
Official Name English
MACROBID COMPONENT NITROFURANTOIN, MACROCRYSTALLINE
Common Name English
NITROFURANTOIN [IARC]
Common Name English
nitrofurantoin [INN]
Common Name English
NITROFURANTOIN MACROCRYSTALLINE [VANDF]
Common Name English
NITROFURANTOIN [MART.]
Common Name English
NITROFURANTOIN [USP-RS]
Common Name English
NITROFURANTOIN [USP MONOGRAPH]
Common Name English
NSC-44150
Code English
NITROFURANTOIN, MACROCRYSTALLINE COMPONENT OF MACROBID
Common Name English
NITROFURANTOINUM ANHYDROUS [WHO-IP LATIN]
Common Name English
FURADANTIN
Brand Name English
NITROFURANTOIN MACROCRYSTALLINE
VANDF  
Common Name English
NITROFURANTOIN ANHYDROUS [WHO-IP]
Common Name English
NITROFURANTOIN [ORANGE BOOK]
Common Name English
NITROFURANTOIN [VANDF]
Common Name English
NITROFURANTOIN [GREEN BOOK]
Common Name English
FURALAN
Brand Name English
NITROFURANTOIN COMPONENT OF MACROBID
Common Name English
1-[(5-Nitrofurfurylidene)amino]hydantoin
Systematic Name English
1-((5-NITRO-2-FURANYL)METHYLENE)AMINO-2,4-IMIDAZOLIDENEDIONE
Common Name English
NITROFURANTOIN [HSDB]
Common Name English
NITROFURANTOIN ANHYDROUS
WHO-IP  
Common Name English
NSC-2107
Code English
Nitrofurantoin [WHO-DD]
Common Name English
NITROFURANTOIN [EP MONOGRAPH]
Common Name English
MACRODANTIN
Brand Name English
MACROBID COMPONENT NITROFURANTOIN
Common Name English
NITROFURANTOIN [MI]
Common Name English
NITROFURANTOIN [JAN]
Common Name English
Classification Tree Code System Code
LIVERTOX NBK548318
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
NDF-RT N0000007658
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.2
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
WHO-ATC J01XE01
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
IARC Nitrofurantoin
NCI_THESAURUS C255
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
NDF-RT N0000175494
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
WHO-ATC J01XE51
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
WHO-VATC QJ01XE01
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
NDF-RT N0000007658
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
Code System Code Type Description
DAILYMED
927AH8112L
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
NSC
2107
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
SMS_ID
100000092406
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
NCI_THESAURUS
C29293
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
DRUG BANK
DB00698
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
ChEMBL
CHEMBL572
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
MESH
D009582
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
DRUG CENTRAL
1949
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
NITROFURANTOIN
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY Description: Lemon-yellow crystals or a yellow, crystalline powder; odourless or almost odourless. Solubility: Practically insoluble in water; very slightly soluble in ethanol (~750 g/l) TS; soluble in dimethylformamide R. Category: Antibacterial drug. Storage: Nitrofurantoin should be kept in a well-closed container, protected from light, and stored at a temperature not exceeding25?C. Labelling: The designation on the container of Nitrofurantoin should state whether the substance is the monohydrate or is in theanhydrous form. Additional information: Nitrofurantoin melts at about 271?C with decomposition. Nitrofurantoin and its solutions are discoloured byalkali and by exposure to light and are decomposed upon contact with metals other than stainless steel and aluminium. Definition: Nitrofurantoin contains not less than 98.0% and not more than 102.0% of C8H6N4O5, calculated with reference to thedried substance.
RXCUI
7454
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
FDA UNII
927AH8112L
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
EVMPD
SUB129837
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
WIKIPEDIA
NITROFURANTOIN
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
LACTMED
Nitrofurantoin
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
MERCK INDEX
m7956
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY Merck Index
CAS
67-20-9
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
RS_ITEM_NUM
1464001
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
NSC
44150
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
INN
488
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-646-5
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
CHEBI
71415
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
PUBCHEM
6604200
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
EVMPD
SUB09326MIG
Created by admin on Fri Dec 15 16:11:02 UTC 2023 , Edited by admin on Fri Dec 15 16:11:02 UTC 2023
PRIMARY
Related Record Type Details
NITROFURANTOIN, MACROCRYSTALLINE
SUB_CONCEPT->SUBSTANCE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of NITROFURANTOIN MONOHYDRATE
SALT/SOLVATE -> PARENT
Structure of NITROFURANTOIN MONOHYDRATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of 5-((2,4-DIOXO-1-IMIDAZOLIDINYL)IMINO)-4-OXOPENTANENITRILE
METABOLITE -> PARENT
Related Record Type Details
Structure of 3-(5-NITROFURFURYLIDENEAMINO)HYDANTOIC ACID
IMPURITY -> PARENT
Related Record Type Details
Structure of NITROFURANTOIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC RENAL FUNCTION: PROLONGED WITH RENAL IMPAIRMENT

MIC BIOLOGICAL PATHOGEN: SOME STRAINS OF ENTEROBACTER AND KLEBSIELLA spp., MOST STRAINS OF PROTEUS AND SERRATIA spp.

SUSCEPTIBILITY: RESISTANT

MIC BIOLOGICAL SUSCEPTIBILITY: SUSCEPTIBLE

PATHOGEN: MOST GRAM-NEGATIVE BACILLI AND GRAM-POSITIVE COCCI ASSOCIATED WITH UTIs, INCLUDING E. COLI, KLEBSIELLA AND ENTEROBACTER SPP., ENTEROCOCCI (eg, ENTEROCOCCUS FAECALIS), S. AUREUS, AND S. SAPROPHYTICUS

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