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Details

Stereochemistry ACHIRAL
Molecular Formula HNO2
Molecular Weight 47.0134
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITROUS ACID

SMILES

ON=O

InChI

InChIKey=IOVCWXUNBOPUCH-UHFFFAOYSA-N
InChI=1S/HNO2/c2-1-3/h(H,2,3)

HIDE SMILES / InChI

Molecular Formula HNO2
Molecular Weight 47.0134
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/16865769 | https://www.ncbi.nlm.nih.gov/pubmed/24843165 | https://www.ncbi.nlm.nih.gov/pubmed/21570835 | https://www.drugs.com/international/sodium-nitrite.html

Nitrite Ion is a symmetric anion with equal N–O bond lengths. Nitrite is important in biochemistry as a source of the potent vasodilator nitric oxide. Nitrate or nitrite (ingested) under conditions that result in endogenous nitrosation has been classified as "Probably carcinogenic to humans" (Group 2A) by International Agency for Research on Cancer (IARC), the specialized cancer agency of the World Health Organization (WHO) of the United Nations. Sodium nitrite is used for the curing of meat because it prevents bacterial growth and, as it is a reducing agent (opposite of oxidation agent), in a reaction with the meat's myoglobin, gives the product a desirable pink-red "fresh" color, such as with corned beef. This use of nitrite goes back to the Middle Ages, and in the US has been formally used since 1925. Because of the relatively high toxicity of nitrite (the lethal dose in humans is about 22 milligrams per kilogram of body weight), the maximum allowed nitrite concentration in meat products is 200 ppm. At these levels, some 80 to 90% of the nitrite in the average U.S. diet is not from cured meat products, but from natural nitrite production from vegetable nitrate intake. Under certain conditions – especially during cooking – nitrites in meat can react with degradation products of amino acids, forming nitrosamines, which are known carcinogens. However, the role of nitrites (and to some extent nitrates) in preventing botulism by preventing C. botulinum endospores from germinating have prevented the complete removal of nitrites from cured meat, and indeed by definition in the U.S., meat cannot be labeled as "cured" without nitrite addition. They are considered irreplaceable in the prevention of botulinum poisoning from consumption of cured dry sausages by preventing spore germination. Nitrite is a member of the drug class antidotes and is used to treat Cyanide Poisoning.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
8.4 mM [Ki]
0.82 mM [Ki]
16.0 mM [Ki]
1.78 mM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Sodium Nitrite

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Nitrate reductase from Achromobacter fischeri; purification and properties: function of flavines and cytochrome.
1957 Mar
A triphosphopyridine nucleotide-specific nitrite reductase from Escherichia coli.
1961 Dec
Structure of cytochrome c nitrite reductase.
1999 Jul 29
The presence of 4-hydroxyphenylacetic acid in human saliva and the possibility of its nitration by salivary nitrite in the stomach.
2002 May 8
Crystal structure of a NO-forming nitrite reductase mutant: an analog of a transition state in enzymatic reaction.
2003 Mar 14
Simultaneous determination of nitrate and nitrite in biological fluids by capillary electrophoresis and preliminary study on their determination by microchip capillary electrophoresis.
2004 Oct 8
Patents

Sample Use Guides

Sodium Nitrite -10 mL of sodium nitrite at the rate of 2.5 to 5 mL/minute
Route of Administration: Intravenous
Erythrocytes, at 10% hematocrit, were treated with 0.1–10mM NaNO2 (corresponding to 0.0046–0.46mg/mL nitrite) for 30 min at 37_C. NaNO2 stock solutions were prepared in PBS. Cells not treated with NaNO2 were similarly incubated at 37_C and served as control. After 30-min incubation, samples were centrifuged at 2,500 rpm for 10min at 4C and the pellets were washed with PBS. Erythrocytes in pellets were then lysed by adding 10 volumes of 5mMsodium phosphate buffer, pH 7.4, and allowed to stand for 2 h at 4C. Supernatants (hemolysates) obtained after centrifugation of the samples at 3,000 rpm were either used immediately or quickly frozen in aliquots and analyzed later. Hemoglobin concentration in hemolysates was determined by Drabkin’s reagent using a kit from Crest Biosystems
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:41:50 GMT 2023
Edited
by admin
on Fri Dec 15 18:41:50 GMT 2023
Record UNII
T2I5UM75DN
Record Status Validated (UNII)
Record Version
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Name Type Language
NITROUS ACID
MI  
Systematic Name English
NITROSYL HYDROXIDE
Systematic Name English
NITROUS ACID [MI]
Common Name English
Code System Code Type Description
HSDB
7801
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
PRIMARY
FDA UNII
T2I5UM75DN
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
PRIMARY
MERCK INDEX
m8009
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
PRIMARY Merck Index
CAS
7782-77-6
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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MESH
D009608
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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EPA CompTox
DTXSID7064813
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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CHEBI
25567
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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WIKIPEDIA
NITROUS ACID
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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ECHA (EC/EINECS)
231-963-7
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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DRUG BANK
DB09112
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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PUBCHEM
24529
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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EVMPD
SUB118668
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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SMS_ID
100000143100
Created by admin on Fri Dec 15 18:41:51 GMT 2023 , Edited by admin on Fri Dec 15 18:41:51 GMT 2023
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Related Record Type Details
SALT/SOLVATE -> PARENT