Nitracaine

Nitracaine

Legal status
Legal status	UK: Under Psychoactive Substances Act
Identifiers
IUPAC name (3-Diethylamino-2,2-dimethylpropyl)-4-nitrobenzoate
CAS Number	1648893-21-3
PubChem CID	91936940
ChemSpider	29341792
UNII	B8ZB08WI9O
CompTox Dashboard (EPA)	DTXSID301031590
Chemical and physical data
Formula	C16H24N2O4
Molar mass	308.378 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCN(CC)CC(C)(C)COC(=O)C1=CC=C(C=C1)[N+](=O)[O-]
InChI InChI=1S/C16H24N2O4/c1-5-17(6-2)11-16(3,4)12-22-15(19)13-7-9-14(10-8-13)18(20)21/h7-10H,5-6,11-12H2,1-4H3 Key:SPTIETJWCCCJSE-UHFFFAOYSA-N

Nitracaine is a synthetic compound classified as a local anesthetic with stimulant properties. It falls into the class of drugs known as local anesthetics, and it is chemically related to cocaine. Nitracaine shares some similarities in effects with cocaine but has its own distinct pharmacological profile. The chemical structure of nitracaine consists of a benzoic acid ester with a para-substituted phenyl ring. It is formally known as 3-(diethylamino)-2,2-dimethylpropyl 4-nitrobenzoate. The presence of the nitro group (NO2) in its molecular structure contributes to its anesthetic properties. [1][2][3]

It is closely related to dimethocaine.

Legal status

Sweden's public health agency suggested classifying Nitracaine as a hazardous substance, on September 25, 2019.[4]

See also

• 3-(p-Fluorobenzoyloxy)tropane

References

1. Power JD, Scott KR, Gardner EA, Curran McAteer BM, O'Brien JE, Brehon M, et al. (January 2014). "The syntheses, characterization and in vitro metabolism of nitracaine, methoxypiperamide and mephtetramine". Drug Testing and Analysis. 6 (7–8): 668–675. doi:10.1002/dta.1616. PMID 24574100.
2. Acton WJ, Lanza M, Agarwal B, Jürschik S, Sulzer P, Breiev K, et al. (March 2014). "Headspace analysis of new psychoactive substances using a Selective Reagent Ionisation-Time of Flight-Mass Spectrometer". International Journal of Mass Spectrometry. 360: 28–38. Bibcode:2014IJMSp.360...28A. doi:10.1016/j.ijms.2013.12.009. PMC 4375562. PMID 25844048.
3. "Nitracaine". New Synthetic Drugs Database. 12 November 2023.
4. "Tretton ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 25 September 2019. Archived from the original on 31 October 2019. Retrieved 11 November 2019.