SL-164

SL-164
Clinical data
ATC code	none;
Identifiers
	IUPAC name 5-chloro-3-(4-chloro-2-methylphenyl)-2-methylquinazolin-4-one;
CAS Number	3476-88-8 ;
PubChem CID	63386;
ChemSpider	57049;
UNII	KQ54T3QL7X;
CompTox Dashboard (EPA)	DTXSID60188313 ;
Chemical and physical data
Formula	C16H12Cl2N2O
Molar mass	319.19 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES ClC1=CC(C)=C(N2C(C)=NC3=CC=CC(Cl)=C3C2=O)C=C1;
	InChI InChI=1S/C16H12Cl2N2O/c1-9-8-11(17)6-7-14(9)20-10(2)19-13-5-3-4-12(18)15(13)16(20)21/h3-8H,1-2H3; Key:KUIHLOHNUGOCTO-UHFFFAOYSA-N;

SL-164, also known as dicloqualone or DCQ, is an analogue of methaqualone developed in the late 1960s by a team at Sumitomo.^[1] SL-164 has similar sedative, hypnotic^[2] and properties to the parent compound, but was never marketed for clinical use, due to higher risk of convulsions. Like other 4-substituted analogues, like methylmethaqualone, SL-164 may cause seizures.^[3]

References

^ US 3651230, "Compositions And Methods For Tranquilizing With Substituted 3-Phenyl-4-Quinazolinone Derivatives"
^ Saito C, Sakai S, Yukawa Y, Yamamoto H, Takagi H (December 1969). "Pharmacological studies on 2-methyl-3(2'-methyl-4'-chlorophenyl)-5-chloro-4[H)-quinazolinone (SL-164)". Arzneimittel-Forschung. 19 (12): 1945–9. PMID 4985336.
^ Boltze KH, Dell HD, Lehwald H, Lorenz D, Rueberg-Schweer M (August 1963). "[Substituted 4-Quinazolinone Derivatives As Hypnotics]". Arzneimittel-Forschung (in German). 13: 688–701. PMID 14085923.

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[1] US 3651230, "Compositions And Methods For Tranquilizing With Substituted 3-Phenyl-4-Quinazolinone Derivatives"

[2] Saito C, Sakai S, Yukawa Y, Yamamoto H, Takagi H (December 1969). "Pharmacological studies on 2-methyl-3(2'-methyl-4'-chlorophenyl)-5-chloro-4[H)-quinazolinone (SL-164)". Arzneimittel-Forschung. 19 (12): 1945–9. PMID 4985336.

[3] Boltze KH, Dell HD, Lehwald H, Lorenz D, Rueberg-Schweer M (August 1963). "[Substituted 4-Quinazolinone Derivatives As Hypnotics]". Arzneimittel-Forschung (in German). 13: 688–701. PMID 14085923.

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Clinical data

ATC code	none
Identifiers
IUPAC name 5-chloro-3-(4-chloro-2-methylphenyl)-2-methylquinazolin-4-one
CAS Number	3476-88-8^Y
PubChem CID	63386
ChemSpider	57049
UNII	KQ54T3QL7X
CompTox Dashboard (EPA)	DTXSID60188313
Chemical and physical data
Formula	C₁₆H₁₂Cl₂N₂O
Molar mass	319.19 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES ClC1=CC(C)=C(N2C(C)=NC3=CC=CC(Cl)=C3C2=O)C=C1
InChI InChI=1S/C16H12Cl2N2O/c1-9-8-11(17)6-7-14(9)20-10(2)19-13-5-3-4-12(18)15(13)16(20)21/h3-8H,1-2H3 Key:KUIHLOHNUGOCTO-UHFFFAOYSA-N