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{{orphan|date=March 2010}} |
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{{Disputed|date=June 2024}} |
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{{Use dmy dates|date=November 2023}} |
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{{chembox |
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{{chembox |
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| verifiedrevid = 400122988 |
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| verifiedrevid = 419260416 |
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| Name = |
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|ImageFile=Isopropylbenzylamine.png |
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| ImageFile = Isopropylbenzylamine.svg |
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|ImageSize=160 |
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| ImageSize = 180 |
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|IUPACName=N-(phenylmethyl)propan-2-amine |
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|OtherNames=Isopropylbenzylamine |
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| ImageFile1 = Isopropylbenzylamine molecule ball.png |
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| ImageSize1 = 200 |
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|Section1={{Chembox Identifiers |
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| ImageAlt1 = Ball-and-stick model of the isopropylbenzylamine molecule |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| PIN = ''N''-Benzylpropan-2-amine |
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| SystematicName = |
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| OtherNames = ''N''-(Phenylmethyl)propan-2-amine<br />Isopropylbenzylamine |
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| IUPACName = |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 59415 |
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| ChemSpiderID = 59415 |
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| InChI = 1/C10H15N/c1-9(2)11-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3 |
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| InChI = 1/C10H15N/c1-9(2)11-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3 |
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| InChIKey = LYBKPDDZTNUNNM-UHFFFAOYAR |
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| InChIKey =LYBKPDDZTNUNNM-UHFFFAOYSA-N |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C10H15N/c1-9(2)11-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3 |
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| StdInChI = 1S/C10H15N/c1-9(2)11-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = LYBKPDDZTNUNNM-UHFFFAOYSA-N |
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| StdInChIKey = LYBKPDDZTNUNNM-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo=102-97-6 |
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| CASNo = 102-97-6 |
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| PubChem= 66024 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = N(C(C)C)Cc1ccccc1 |
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| UNII = 67SYC92FNS |
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| PubChem = 66024 |
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| SMILES = N(C(C)C)Cc1ccccc1 |
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|Section2={{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| C=10 | H=15 | N=1 |
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| C=10 | H=15 | N=1 |
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| Appearance= |
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| Appearance = |
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| Density= |
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| Density = |
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| MeltingPt= |
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| MeltingPt = |
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| BoilingPt= |
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| BoilingPt = |
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| Solubility= |
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| Solubility = |
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}} |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| FlashPt= |
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| Autoignition= |
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| Section3 = {{Chembox Pharmacology |
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| Legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> |
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| Legal_BR = F2 |
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| Legal_BR_comment = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-07-24 |title=RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 |url-status=live |archive-url=https://web.archive.org/web/20230827163149/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 |archive-date=2023-08-27 |access-date=2023-08-27 |publisher=] |language=pt-BR |publication-date=2023-07-25}}</ref> |
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| Legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| Legal_DE = <!-- Anlage I, II, III or Unscheduled --> |
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| Legal_NZ = <!-- Class A, B, C --> |
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| Legal_UK = <!-- GSL / P / POM / CD / Class A, B, C --> |
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| Legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| Legal_UN = <!-- N I, II, III, IV / P I, II, III, IV --> |
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| Legal_EU = |
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| Legal_status = |
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}} |
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| Section4 = {{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| AutoignitionPt = |
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}} |
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}} |
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| Section5 = |
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| Section6 = |
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}} |
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'''N-isopropylbenzylamine''' is a compound that has appeared in chemical literature often playing an intermediary role in applications of experimental synthesis and novel organic transformations. Despite having limited documented uses, it is most well known for having previously come to the attention of the ] due to being used by illicit ] manufacturers as a diluent of or substitute for methamphetamine, with many recorded sightings occurring in the years 2007–2008.{{dubious|date=June 2024}} It not known to be a controlled substance in any other jurisdiction. Isopropylbenzylamine is not thought to have any ] effects in its own right, though anecdotal reports suggest that it may be associated with side effects such as headaches and confusion which are not typically associated with methamphetamine itself.{{Citation needed|date=July 2021}} {{dubious|date=June 2024}} The toxicity of N-isopropylbenzylamine has been studied as of 2022 and it has been found to produces toxicity via increasing nitric oxide in vitro. In this study, in vitro toxicity of N-isopropylbenzylamine and its toxicity-related targets were investigated in SN4741, SH-SY5Y or PC12 cell lines that model neurons. The study sounds an alarm for methamphetamine abusers and warns of the dangerousness of N-isopropylbenzylamine for public health.<ref>{{cite journal |last1=Xu |first1=Peng |last2=Li |first2=Haijie |last3=Qiu |first3=Qiyang |last4=Xiao |first4=Xiao |last5=Qiu |first5=Yi |last6=Li |first6=Xiangyu |last7=Wang |first7=Youmei |last8=Zhou |first8=Wenhua |last9=Shen |first9=Haowei |last10=Cui |first10=Wei |title=N-isopropylbenzylamine, a methamphetamine mimics, produces toxicity via increasing nitric oxide in vitro |journal=Toxicology |date=1 October 2022 |volume=480 |pages=153337 |doi=10.1016/j.tox.2022.153337 |pmid=36162621 |s2cid=252500676 }}</ref> |
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'''Isopropylbenzylamine''' is a chemical compound used as an intermediate in the pharmaceutical industry as a precursor to the manufacture of some drugs. It has recently come to the attention of the ] due to its use by illicit ] manufacturers as a diluting agent which is very similar in appearance and physical properties to methamphetamine and is cheap and not currently illegal. Isopropylbenzylamine is a ] of methamphetamine, and has the same ]. It is also a ] like methamphetamine, and forms salts in the same way. Consequently it looks very similar to methamphetamine and has a similar melting point, and can be used to dilute methamphetamine without this being obvious to users, although some subtle differences such as slightly higher melting point and softer crystals may be apparent.<ref>[http://www.usdoj.gov/dea/programs/forensicsci/microgram/journal_v6_num12/pg4.html Sanderson RS. Identification of N-Methylbenzylamine Hydrochloride, N-Ethylbenzylamine Hydrochloride, |
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and N-Isopropylbenzylamine Hydrochloride. ''Microgram Journal'' January–June 2008; 6(1-2)]</ref> Isopropylbenzylamine is not thought to have any ] effects in its own right however, and its toxicity is unknown.<ref></ref><ref>[http://www.usdoj.gov/dea/programs/forensicsci/microgram/mg0408/mg0408.html VERY LARGE SEIZURE OF N-ISOPROPYLBENZYLAMINE |
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HYDROCHLORIDE IN BAKERSFIELD, CALIFORNIA. ''Microgram Bulletin'', April 2008]</ref> Other "]s" found to have been used for methamphetamine include the related compounds methylbenzylamine and ethylbenzylamine, as well as ].<ref></ref> |
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Isopropylbenzylamine crystals seized by DEA. |
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==References== |
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==References== |
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