Chemistry:Nerisopam

Nerisopam
Clinical data
ATC code	none;
Identifiers
	IUPAC name 4-(7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepin-1-yl)aniline;
CAS Number	102771-12-0 ;
PubChem CID	65875;
ChemSpider	59284 ;
UNII	18Q4O339AG;
ChEMBL	ChEMBL2104732 ;
Chemical and physical data
Formula	C18H19N3O2
Molar mass	309.36 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1c(OC)cc/2c(c1)C/C(=N\N=C\2c3ccc(N)cc3)C)C;
	InChI InChI=1S/C18H19N3O2/c1-11-8-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-4-6-14(19)7-5-12/h4-7,9-10H,8,19H2,1-3H3 ; Key:WWQDEXGFYVSTCX-UHFFFAOYSA-N ;
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Short description: Chemical compound

Nerisopam (GYKI-52322, EGIS-6775) is a drug which is a 2,3-benzodiazepine derivative, related to tofisopam. It has potent anxiolytic and neuroleptic effects in animal studies.^[1]^[2]^[3]

References

↑ "A new psychoactive 5H-2,3-benzodiazepine with a unique spectrum of activity". Arzneimittel-Forschung 39 (8): 894–9. August 1989. PMID 2573361.
↑ "Anxiolytic profile of girisopam and GYKI 52,322 (EGIS 6775). Comparison with chlordiazepoxide and buspirone". Acta Physiologica Hungarica 79 (2): 153–61. 1992. PMID 1363928.
↑ "Anxiolytic homophthalazines increase Fos-like immunoreactivity in selected brain areas of the rat". European Journal of Pharmacology 331 (1): 53–63. July 1997. doi:10.1016/s0014-2999(97)01008-x. PMID 9274930.

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[pmid2573361-1] "A new psychoactive 5H-2,3-benzodiazepine with a unique spectrum of activity". Arzneimittel-Forschung 39 (8): 894–9. August 1989. PMID 2573361.

[pmid1363928-2] "Anxiolytic profile of girisopam and GYKI 52,322 (EGIS 6775). Comparison with chlordiazepoxide and buspirone". Acta Physiologica Hungarica 79 (2): 153–61. 1992. PMID 1363928.

[pmid9274930-3] "Anxiolytic homophthalazines increase Fos-like immunoreactivity in selected brain areas of the rat". European Journal of Pharmacology 331 (1): 53–63. July 1997. doi:10.1016/s0014-2999(97)01008-x. PMID 9274930.

[1]

[2]

[3]

v t e Benzodiazepines
1,4-Benzodiazepines	2-Oxoquazepam 3-Hydroxyphenazepam Bromazepam Camazepam Carburazepam Chlordiazepoxide Cinazepam Cinolazepam Clonazepam Cloniprazepam Clorazepate Cyprazepam Delorazepam Demoxepam Desmethylflunitrazepam Devazepide* Diazepam Diclazepam Difludiazepam Doxefazepam Elfazepam Ethyl carfluzepate Ethyl dirazepate Ethyl loflazepate Flubromazepam Fletazepam Fludiazepam Flunitrazepam Flurazepam Flutemazepam Flutoprazepam Fosazepam Gidazepam Halazepam Iclazepam Irazepine Kenazepine Ketazolam Lorazepam Lormetazepam Lufuradom* Meclonazepam Medazepam Menitrazepam Metaclazepam Motrazepam N-Desalkylflurazepam Nifoxipam Nimetazepam Nitemazepam Nitrazepam Nitrazepate Nordazepam Nortetrazepam Oxazepam Phenazepam Pinazepam Pivoxazepam Prazepam Proflazepam Quazepam QH-II-66 Reclazepam RO4491533* Ro5-4864* SH-I-048A Sulazepam Temazepam Tetrazepam Tifluadom* Tolufazepam Triflunordazepam Tuclazepam Uldazepam
1,5-Benzodiazepines	Arfendazam Clobazam CP-1414S Lofendazam Triflubazam
2,3-Benzodiazepines*	Girisopam GYKI-52466 GYKI-52895 Nerisopam Talampanel Tofisopam
Triazolobenzodiazepines	Adinazolam Alprazolam Bromazolam Clonazolam Estazolam Flualprazolam Flubromazolam Flunitrazolam Nitrazolam Pyrazolam Triazolam
Imidazobenzodiazepines	Bretazenil Climazolam EVT-201 FG-8205 Flumazenil GL-II-73 Imidazenil ¹²³I-Iomazenil L-655,708 Loprazolam Midazolam PWZ-029 Remimazolam Ro15-4513 Ro48-6791 Ro48-8684 Ro4938581 Sarmazenil SH-053-R-CH3-2′F
Oxazolobenzodiazepines	Cloxazolam Flutazolam Haloxazolam Mexazolam Oxazolam
Thienodiazepines	Bentazepam Clotiazepam
Thienotriazolodiazepines	Brotizolam Ciclotizolam Deschloroetizolam Etizolam Fluclotizolam Israpafant* JQ1* Metizolam
Thienobenzodiazepines*	Olanzapine Telenzepine
Pyridodiazepines	Lopirazepam
Pyridotriazolodiazepines	Zapizolam
Pyrazolodiazepines	Razobazam* Ripazepam Zolazepam Zomebazam Zometapine*
Pyrrolodiazepines	Premazepam
Tetrahydroisoquinobenzodiazepines	Clazolam
Pyrrolobenzodiazepines*	Anthramycin
Benzodiazepine prodrugs	Avizafone Rilmazafone
* atypical activity profile (not GABA_A receptor ligands)

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Clinical data

ATC code	none
Identifiers
IUPAC name 4-(7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepin-1-yl)aniline
CAS Number	102771-12-0^Y
PubChem CID	65875
ChemSpider	59284^Y
UNII	18Q4O339AG
ChEMBL	ChEMBL2104732^N
Chemical and physical data
Formula	C₁₈H₁₉N₃O₂
Molar mass	309.36 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O(c1c(OC)cc/2c(c1)C/C(=N\N=C\2c3ccc(N)cc3)C)C
InChI InChI=1S/C18H19N3O2/c1-11-8-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-4-6-14(19)7-5-12/h4-7,9-10H,8,19H2,1-3H3^Y Key:WWQDEXGFYVSTCX-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

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