Marvin  05131014022D          

 17 18  0  0  0  0            999 V2000
    4.7259   -7.7008    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4383   -6.4633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4383   -7.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -6.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -7.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3134   -8.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -8.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1695   -7.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -5.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820   -7.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1695   -8.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1695   -6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5945   -8.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5945   -7.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820   -8.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257   -8.9570    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  1  2  0  0  0  0
  8  1  2  0  0  0  0
  3  2  1  0  0  0  0
 13  2  1  0  0  0  0
  4  2  1  0  0  0  0
  9  3  1  0  0  0  0
  5  4  1  0  0  0  0
 10  4  2  0  0  0  0
  6  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 15 11  2  0  0  0  0
 16 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <ID>
CHEBI:3619

> <NAME>
chlormezanone

> <DEFINITION>
A 1,3-thiazine that is 1,3-thiazinan-4-one S,S-dioxide in which a hydrogen at position 2 is substituted by a 4-chlorophenyl group and the hydrogen attached to the nitrogen is substituted by methyl. A non-benzodiazepine muscle relaxant, it was used in the management of anxiety and in the treatment of muscle spasms until being discontinued worldwide by its manufacturer in 1996, due to rare but serious cutaneous reactions.

> <STAR>
3

> <SYNONYM>
chlormethazanone; 2-(p-chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide; 2-(p-chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide; (+-)-chlormezanone

> <IUPAC_NAME>
2-(4-chlorophenyl)-3-methyl-1,3-thiazinan-4-one 1,1-dioxide

> <INN>
chlormezanonum; chlormezanone; chlormezanone; chlormezanona

> <FORMULA>
C11H12ClNO3S

> <MASS>
273.73600

> <MONOISOTOPIC_MASS>
273.02264

> <CHARGE>
0

> <SMILES>
CN1C(c2ccc(Cl)cc2)S(=O)(=O)CCC1=O

> <INCHI>
InChI=1S/C11H12ClNO3S/c1-13-10(14)6-7-17(15,16)11(13)8-2-4-9(12)5-3-8/h2-5,11H,6-7H2,1H3

> <INCHIKEY>
WEQAYVWKMWHEJO-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
23033

> <CAS_REGISTRY_NUMBER>
80-77-3

> <REAXYS_REGISTRY_NUMBER>
23033

> <CHEMIDPLUS>
80-77-3

> <DRUGBANK_ACCESSION>
DB01178

> <KEGG_DRUG_ACCESSION>
D00268

> <LINCS_ACCESSION>
LSM-4356

> <WIKIPEDIA_ACCESSION>
Chlormezanone

> <PUBMED_CITATION>
10191862; 10412893; 10798243; 15897685; 29438107; 3449070; 3720548; 3768082; 6403110; 7104168; 7758315; 9770210

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