Isobutyl nitrite: Difference between revisions
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Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi |
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{{refimprove|date=September 2017}} |
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{{chembox |
{{chembox |
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| verifiedrevid = |
| verifiedrevid = 443882998 |
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|Reference=<ref>''[[Merck Index]]'', 11th Edition, '''5032'''.</ref> |
| Reference=<ref>''[[Merck Index]]'', 11th Edition, '''5032'''.</ref> |
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| ImageFileL1 = Isobutyl |
| ImageFileL1 = Isobutyl nitrite Structural Formula V1.svg |
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| ImageSizeL1 = 120px |
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| ImageFileR1= Isobutyl_nitrite_3d_structure.png |
| ImageFileR1= Isobutyl_nitrite_3d_structure.png |
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| PIN=2-Methylpropyl nitrite |
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| ImageSizeR2 = 120px |
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| OtherNames=Isobutyl nitrite |
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|OtherNames= |
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|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10493 |
| ChemSpiderID = 10493 |
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| InChI = 1/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3 |
| InChI = 1/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = APNSGVMLAYLYCT-UHFFFAOYSA-N |
| StdInChIKey = APNSGVMLAYLYCT-UHFFFAOYSA-N |
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| ⚫ | |||
| CASNo=542-56-3 |
| CASNo=542-56-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = GW9WAB6QOM |
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| ⚫ | |||
| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 46643 |
| ChEBI = 46643 |
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| SMILES = O=NOCC(C)C |
| SMILES = O=NOCC(C)C |
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}} |
}} |
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|Section2={{Chembox Properties |
|Section2={{Chembox Properties |
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| Formula=C<sub>4</sub>H<sub>9</sub>NO<sub>2</sub> |
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| MolarMass=103.11976 |
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| Appearance=Colorless liquid |
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| Odor=Almond-like<ref>[https://www.cdc.gov/niosh/npg/npgd0353.html CDC - NIOSH Pocket Guide to Chemical Hazards]</ref> |
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| Density=0.87 g/mL |
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| MeltingPt= |
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| BoilingPtC=67 |
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| Solubility=Slightly soluble |
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|Section3={{Chembox Hazards |
|Section3={{Chembox Hazards |
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| MainHazards=Highly [[flammable]] |
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| FlashPt= |
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| AutoignitionPt = |
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| Autoignition= |
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|Section4={{Chembox Legal status |
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| legal_AU = |
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| legal_BR = C1 |
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| legal_BR_comment = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-16 |publisher=[[Diário Oficial da União]] |language=pt-BR |publication-date=2023-04-04}}</ref> |
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| legal_US = |
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| legal_UK = |
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| legal_UN = |
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}} |
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}} |
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'''Isobutyl nitrite''', C<sub>4</sub>H<sub>9</sub>NO<sub>2</sub>, is an [[alkyl nitrite]], an [[ester]] of [[isobutanol]] and [[nitrous acid]]. Its chemical structure is ( |
'''Isobutyl nitrite''', C<sub>4</sub>H<sub>9</sub>NO<sub>2</sub>, is an [[alkyl nitrite]], an [[ester]] of [[isobutanol]] and [[nitrous acid]]. Its chemical structure is ([[methyl|CH<sub>3</sub>]])<sub>2</sub>CH-[[Methylene bridge|CH<sub>2</sub>]]-[[nitrite|ONO]]. |
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Isobutyl nitrite is a pungent colorless liquid. It acts as a [[vasodilator]], and is used as an [[inhalant]] [[recreational drug]]. |
Isobutyl nitrite is a pungent colorless liquid. It acts as a [[vasodilator]], and is used as an [[inhalant]] [[recreational drug]], [[poppers]]. |
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==Applications== |
==Applications== |
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Isobutyl nitrite is one of the compounds used as [[poppers]], an [[inhalant]] drug that induces a brief [[euphoria]]. |
Isobutyl nitrite is one of the compounds used as [[poppers]], an [[inhalant]] drug that induces a brief [[euphoria]]. Also, it is used as part of the antidote package for [[cyanide poisoning]].{{medcn|date=April 2014}} |
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==Safety== |
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May cause [[Headache|headaches]], [[dizziness]] and [[Syncope (medicine)|fainting]]. Isobutyl nitrite is poisonous to people with [[glucose-6-phosphate dehydrogenase deficiency]].<ref>{{Cite journal |last1=Bubp |first1=Jeff |last2=Jen |first2=Marilyn |last3=Matuszewski |first3=Karl |date=September 2015 |title=Caring for Glucose-6-Phosphate Dehydrogenase (G6PD)–Deficient Patients: Implications for Pharmacy |journal=Pharmacy and Therapeutics |volume=40 |issue=9 |pages=572–574 |issn=1052-1372 |pmc=4571844 |pmid=26417175}}</ref> |
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* [[Poppers]] |
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==References== |
==References== |
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{{reflist}} |
{{reflist}} |
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{{Nitric oxide signaling}} |
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{{Alkyl nitrites}} |
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[[Category:Alkyl nitrites]] |
[[Category:Alkyl nitrites]] |
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[[Category:Antianginals]] |
[[Category:Antianginals]] |
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[[Category:Isobutyl esters]] |
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{{psychoactive-stub}} |
{{psychoactive-stub}} |
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[[hr:Izobutil nitrit]] |
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[[it:Nitrito d'isobutile]] |
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