Mrv0541 02211416182D          

 22 22  0  0  0  0            999 V2000
   16.0933   -8.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8079   -7.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8079   -7.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0934   -6.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0935   -5.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3788   -7.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6644   -8.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3789   -7.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6645   -6.7539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2355   -6.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8066   -6.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8066   -5.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5211   -5.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5210   -7.1663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9500   -7.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9499   -7.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2355   -5.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5210   -7.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2355   -8.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2355   -9.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9500   -9.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4109   -7.9419    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  8  1  0  0  0  0
  4  3  2  0  0  0  0
  8  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 15  1  0  0  0  0
 15 10  1  0  0  0  0
 17 10  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 13 17  1  0  0  0  0
 15 16  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <ID>
CHEBI:31322

> <NAME>
bupivacaine hydrochloride (anhydrous)

> <DEFINITION>
A racemate composed of equimolar amounts of dextrobupivacaine hydrochloride and levobupivacaine hydrochloride. The monohydrate form is commonly used as a local anaesthetic.

> <STAR>
3

> <SYNONYM>
bupivacaine monohydrochloride; bupivacaine hydrochloride; bupivacaine HCl; 1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide monohydrochloride; 1-butyl-2-piperidylformo-2',6'-xylidide hydrochloride

> <IUPAC_NAME>
rac-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride; rac-1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium chloride

> <FORMULA>
C18H29ClN2O

> <MASS>
324.88900

> <MONOISOTOPIC_MASS>
324.19684

> <CHARGE>
0

> <SMILES>
Cl.CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C

> <INCHI>
InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H

> <INCHIKEY>
SIEYLFHKZGLBNX-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
18010-40-7

> <REAXYS_REGISTRY_NUMBER>
4048737

> <CHEMIDPLUS>
18010-40-7

> <PUBMED_CITATION>
22285545; 22374474; 22900785; 23229686; 23446090; 23453403; 23458225; 23487596; 7069125

$$$$