DAA-1097

DAA-1097
Identifiers
	IUPAC name N-(4-chloro-2-phenoxyphenyl)-N-(2-isopropoxybenzyl)acetamide;
CAS Number	220551-79-1;
PubChem CID	9844410;
ChemSpider	8020125;
CompTox Dashboard (EPA)	DTXSID10431725 ;
Chemical and physical data
Formula	C24H24ClNO3
Molar mass	409.91 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)Oc2ccccc2CN(C(=O)C)c1ccc(Cl)cc1Oc3ccccc3;
	InChI InChI=1S/C24H24ClNO3/c1-17(2)28-23-12-8-7-9-19(23)16-26(18(3)27)22-14-13-20(25)15-24(22)29-21-10-5-4-6-11-21/h4-15,17H,16H2,1-3H3; Key:CGUBOFYHGYNUDL-UHFFFAOYSA-N;
	(verify)

DAA-1097 is a drug which acts as a potent and selective agonist at the peripheral benzodiazepine receptor, also known as the mitochondrial 18 kDa translocator protein or TSPO, but with no affinity at central benzodiazepine receptors. It has anxiolytic effects in animal studies.^[1]^[2]^[3]

References

^ Okuyama S, Chaki S, Yoshikawa R, Ogawa S, Suzuki Y, Okubo T, Nakazato A, Nagamine M, Tomisawa K (1999). "Neuropharmacological profile of peripheral benzodiazepine receptor agonists, DAA1097 and DAA1106". Life Sciences. 64 (16): 1455–64. doi:10.1016/S0024-3205(99)00079-X. PMID 10321725.
^ Okubo T, Yoshikawa R, Chaki S, Okuyama S, Nakazato A (January 2004). "Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands". Bioorganic & Medicinal Chemistry. 12 (2): 423–38. doi:10.1016/j.bmc.2003.10.050. PMID 14723961.
^ James ML, Selleri S, Kassiou M (2006). "Development of ligands for the peripheral benzodiazepine receptor" (PDF). Current Medicinal Chemistry. 13 (17): 1991–2001. doi:10.2174/092986706777584979. hdl:2158/222808. PMID 16842193.

This article about an anxiolytic is a stub. You can help Wikipedia by expanding it.

[pmid10321725-1] Okuyama S, Chaki S, Yoshikawa R, Ogawa S, Suzuki Y, Okubo T, Nakazato A, Nagamine M, Tomisawa K (1999). "Neuropharmacological profile of peripheral benzodiazepine receptor agonists, DAA1097 and DAA1106". Life Sciences. 64 (16): 1455–64. doi:10.1016/S0024-3205(99)00079-X. PMID 10321725.

[pmid14723961-2] Okubo T, Yoshikawa R, Chaki S, Okuyama S, Nakazato A (January 2004). "Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands". Bioorganic & Medicinal Chemistry. 12 (2): 423–38. doi:10.1016/j.bmc.2003.10.050. PMID 14723961.

[pmid16842193-3] James ML, Selleri S, Kassiou M (2006). "Development of ligands for the peripheral benzodiazepine receptor" (PDF). Current Medicinal Chemistry. 13 (17): 1991–2001. doi:10.2174/092986706777584979. hdl:2158/222808. PMID 16842193.

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[2]

[3]

v t e Anxiolytics (N05B)
5-HT_1ARTooltip 5-HT1A receptor agonists	Buspirone Gepirone Tandospirone
GABA_ARTooltip GABAA receptor PAMsTooltip positive allosteric modulators	Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam^# Ethyl loflazepate Etizolam Fludiazepam Halazepam Ketazolam Lorazepam^# Medazepam Nordazepam Oxazepam Pinazepam Prazepam; Others: Alpidem^‡ Barbiturates (e.g., phenobarbital) Carbamates (e.g., meprobamate) Carisoprodol Chlormezanone^‡ Ethanol (alcohol) Etifoxine
Hypnotics	Zopiclone
Gabapentinoids (α₂δ VDCC blockers)	Gabapentin Gabapentin enacarbil Phenibut Pregabalin
Antidepressants	SSRIsTooltip Selective serotonin reuptake inhibitors (e.g., escitalopram) SNRIsTooltip Serotonin-norepinephrine reuptake inhibitors (e.g., duloxetine) SARIsTooltip Serotonin antagonist and reuptake inhibitors (e.g., trazodone) TCAsTooltip Tricyclic antidepressants (e.g., clomipramine^#) TeCAsTooltip Tetracyclic antidepressants (e.g., mirtazapine) MAOIsTooltip Monoamine oxidase inhibitors (e.g., phenelzine); Others: Agomelatine Bupropion Tianeptine Vilazodone Vortioxetine
Antipsychotics	Quetiapine Flupentixol
Sympatholytics (Antiadrenergics)	Alpha-1 blockers (e.g., prazosin) Alpha-2 agonists (e.g., clonidine, dexmedetomidine, guanfacine) Beta blockers (e.g., propranolol)
Others	Benzoctamine Cycloserine Fabomotizole Hydroxyzine Lorpiprazole Mebicar Mepiprazole Nicotine Opipramol Oxaflozane^‡ Phenaglycodol Phenibut Picamilon Selank Tiagabine Tofisopam Validolum
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

v t e Translocator protein modulators
Agonists	Alpidem DAA-1097 DAA-1106 DBI 17-50 fragment Deuterated etifoxine Dithranol (anthralin) Diazepam Diazepam binding inhibitor (DBI) DPA-713 DPA-714 Emapunil Etifoxine FGIN-1-27 FGIN-1-43 GML-1 Olesoxime Ro5-4864 SSR-180,575 W-18 YL-IPA08
Antagonists	PK-11195

Identifiers

IUPAC name N-(4-chloro-2-phenoxyphenyl)-N-(2-isopropoxybenzyl)acetamide
CAS Number	220551-79-1
PubChem CID	9844410
ChemSpider	8020125
CompTox Dashboard (EPA)	DTXSID10431725
Chemical and physical data
Formula	C₂₄H₂₄ClNO₃
Molar mass	409.91 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(C)Oc2ccccc2CN(C(=O)C)c1ccc(Cl)cc1Oc3ccccc3
InChI InChI=1S/C24H24ClNO3/c1-17(2)28-23-12-8-7-9-19(23)16-26(18(3)27)22-14-13-20(25)15-24(22)29-21-10-5-4-6-11-21/h4-15,17H,16H2,1-3H3 Key:CGUBOFYHGYNUDL-UHFFFAOYSA-N
(verify)

DAA-1097

References

€4.95