pyrrocaine
{{chembox
| Name = Pyrrocaine
| ImageFile = Pyrrocaine.svg
| PIN = N-(2,6-Dimethylphenyl)-2-(pyrrolidin-1-yl)acetamide
| OtherNames =
| Section1 = {{Chembox Identifiers
| UNII = 9D47L94CPW
| CASNo=2210-77-7
| PubChem=24361
| EINECS = 218-642-7
| ChemSpiderID = 22776
| KEGG = D05665
| ChEMBL = 1895219
| SMILES=Cc1cccc(c1NC(=O)CN2CCCC2)C
| StdInChI = InChI=1S/C14H20N2O/c1-11-6-5-7-12(2)14(11)15-13(17)10-16-8-3-4-9-16/h5-7H,3-4,8-10H2,1-2H3,(H,15,17)
| StdInChIKey = OYCGKECKIVYHTN-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| C=14 | H=20 | N=2 | O=1
| MolarMass=232.327
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
}}
| Section3 = {{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
| Section4 =
| Section5 =
| Section6 =
| Watchedfields = changed
}}
Pyrrocaine is a local anesthetic drug. The cogency of pyrrocaine is equivalent to lidocaine in blocking the motor nerve and sensory. Pyrrocaine was proven to be somewhat harmless compared to lidocaine. No signs of methemoglobinemia was found while observing. It was considered unsafe for acute porphyria treatment. No evidence is found that it is profitly used now.{{Cite web|url=https://drugs.ncats.io/substances?facet=Primary%20Target/5-aminolevulinate%20synthase,%20nonspecific,%20mitochondrial|title=NCATS Inxight: Drugs|website=drugs.ncats.io|language=en|access-date=2018-08-07}}
History
Adverse effects
Pyrrocane has very similar side effects on blood pressure and heart rate compared to lidocaine.{{Cite book|url=https://books.google.com/books?id=WstOAQAAIAAJ&q=Pyrrocaine+adverse+effects|title=Annals of Dentistry|date=1983|publisher=New York Academy of Dentistry|language=en}}
Synthesis
Selfsame as lidocaine, albeit interposing pyrrolidine for diethylamine.
File:Pyrrocaine synthesis.svg|inventor1-last=Schlesinger|inventor1-first=Albert|inventor2-last=Gordon|inventor2-first=Samuel M.}}{{Cite patent|country=GB|number=986993|pubdate=1965-03-24|title=Local anesthetics|assign1=Graham Chemical Corp.}}]]
Amide formation between 2,6-Dimethylaniline (1) and Chloroacetyl chloride (2) gives [1131-01-7] (3). Displacement of the remaining halogen by pyrrolidine (4) completed the synthesis of Pyrrocaine (5).