SCH-23390

SCH-23390

Names
IUPAC name 7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol
Identifiers
CAS Number	87075-17-0  Y
3D model (JSmol)	Interactive image (+): Interactive image
ChEBI	CHEBI:73297  Y (+): CHEBI:92798
ChEMBL	(+): ChEMBL62  Y
ChemSpider	4843 (+): 2300780
IUPHAR/BPS	943
PubChem CID	5018
UNII	UGT5535REQ  Y
CompTox Dashboard (EPA)	DTXSID60873373 DTXSID40873376, DTXSID60873373
InChI InChI=1S/C17H18ClNO/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12/h2-6,9-10,15,20H,7-8,11H2,1H3 Key: GOTMKOSCLKVOGG-UHFFFAOYSA-N (+):InChI=1S/C17H18ClNO/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12/h2-6,9-10,15,20H,7-8,11H2,1H3/t15-/m1/s1 Key: GOTMKOSCLKVOGG-OAHLLOKOSA-N
SMILES CN1CCC2=CC(=C(C=C2C(C1)C3=CC=CC=C3)O)Cl (+):CN1CCC2=CC(=C(C=C2[C@H](C1)C3=CC=CC=C3)O)Cl
Properties
Chemical formula	C17H18ClNO
Molar mass	287.78 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

SCH-23390, also known as halobenzazepine, is a synthetic compound that acts as a dopamine D₁ receptor antagonist with either minimal or negligible effects on the D₂ receptor.

In a 1990 study in rats SCH-23390 offered significant protection from death in dextroamphetamine overdose, without providing protection from death by methamphetamine overdose. The compound provided significant protection from cocaine overdose in rats only at the lowest dose tested in the measurement series. This suggested that dextroamphetamine and methamphetamine at high (lethal) doses have different mechanisms of toxicity in rats. ^[1]

CNS Review: ^[2]

See also

• Berupipam (NNC 22-0010)
• Ecopipam (SCH-39166)
• NNC 01-0687 (ADX-10061)
• Odapipam (NNC 01-0756)

References

1. Derlet, R. W.; Albertson, T. E.; Rice, P. (1990). "The Effect of SCH 23390 Against Toxic Doses of Cocaine, d-Amphetamine and Methamphetamine". Life Sciences. 47 (9): 821–827. doi:10.1016/0024-3205(90)90555-6. PMID   2215083.
2. Bourne, J. A. (December 2001). "SCH 23390: The First Selective Dopamine D 1 -Like Receptor Antagonist". CNS Drug Reviews. 7 (4): 399–414. doi:10.1111/j.1527-3458.2001.tb00207.x. PMC   6741643 . PMID   11830757.