Serazapine

Serazapine
Clinical data
Other names	Serazepine; CGS-15040A
Routes of; administration	By mouth
ATC code	None;
Identifiers
	IUPAC name methyl 2-methyl-1,3,4,16b-tetrahydro-2H,10H-benzo[5,6]pyrazino[2',1':3,4][1,4]diazepino[1,2-a]indole-16-carboxylate;
CAS Number	115313-22-9 ;
PubChem CID	60677;
ChemSpider	54685 ;
UNII	8A8FOB4J3U;
ChEMBL	ChEMBL2110702 ;
CompTox Dashboard (EPA)	DTXSID40869592 ;
Chemical and physical data
Formula	C22H23N3O2
Molar mass	361.445 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OC)C1=C2N(C3=C1C=CC=C3)CC4=CC=CC=C4N5C2CN(C)CC5;
	InChI InChI=1S/C22H23N3O2/c1-23-11-12-24-17-9-5-3-7-15(17)13-25-18-10-6-4-8-16(18)20(22(26)27-2)21(25)19(24)14-23/h3-10,19H,11-14H2,1-2H3 ; Key:WPGUWABWNUSPMW-UHFFFAOYSA-N ;

Serazapine (developmental code name CGS-15040A), or serazepine, is a serotonin 5-HT₂ receptor antagonist that was investigated as a potential treatment for generalized anxiety disorder in the 1990s. In humans, serazapine was well tolerated at doses of 10 to 40 mg and was found to be superior to placebo for reducing anxiety symptoms as indicated by HAM-A scores.^[1]^[2] However, clinical development was discontinued.^[2]

References

^ Katz RJ, Landau PS, Lott M, Bystritsky A, Diamond B, Hoehn-Saric R, et al. (1 July 1993). "Serotonergic (5-HT2) mediation of anxiety-therapeutic effects of serazepine in generalized anxiety disorder". Biological Psychiatry. 34 (1–2): 41–4. doi:10.1016/0006-3223(93)90254-b. PMID 8104044. S2CID 24119589.
^ ^a ^b "Serazepine". Adis Insight. Springer Nature Switzerland AG. Retrieved 8 April 2021.

[1] Katz RJ, Landau PS, Lott M, Bystritsky A, Diamond B, Hoehn-Saric R, et al. (1 July 1993). "Serotonergic (5-HT2) mediation of anxiety-therapeutic effects of serazepine in generalized anxiety disorder". Biological Psychiatry. 34 (1–2): 41–4. doi:10.1016/0006-3223(93)90254-b. PMID 8104044. S2CID 24119589.

[AdisInsight-2] "Serazepine". Adis Insight. Springer Nature Switzerland AG. Retrieved 8 April 2021.

[1]

[2]

Clinical data

Other names	Serazepine; CGS-15040A
Routes of administration	By mouth
ATC code	None
Identifiers
IUPAC name methyl 2-methyl-1,3,4,16b-tetrahydro-2H,10H-benzo[5,6]pyrazino[2',1':3,4][1,4]diazepino[1,2-a]indole-16-carboxylate
CAS Number	115313-22-9^Y
PubChem CID	60677
ChemSpider	54685^Y
UNII	8A8FOB4J3U
ChEMBL	ChEMBL2110702^N
CompTox Dashboard (EPA)	DTXSID40869592
Chemical and physical data
Formula	C₂₂H₂₃N₃O₂
Molar mass	361.445 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(OC)C1=C2N(C3=C1C=CC=C3)CC4=CC=CC=C4N5C2CN(C)CC5
InChI InChI=1S/C22H23N3O2/c1-23-11-12-24-17-9-5-3-7-15(17)13-25-18-10-6-4-8-16(18)20(22(26)27-2)21(25)19(24)14-23/h3-10,19H,11-14H2,1-2H3^Y Key:WPGUWABWNUSPMW-UHFFFAOYSA-N^Y