S3608

S3608
Identifiers
	IUPAC name 2-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-1,3-thiazole;
CAS Number	55745-35-2;
PubChem CID	171470;
ChemSpider	149902;
UNII	6ZQC8FH5JZ;
CompTox Dashboard (EPA)	DTXSID50204298 ;
ECHA InfoCard	100.054.333
Chemical and physical data
Formula	C16H19N3OS
Molar mass	301.41 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1COC2=C1C=C(C=C2)CN3CCN(CC3)C4=NC=CS4;
	InChI InChI=1S/C16H19N3OS/c1-2-15-14(3-9-20-15)11-13(1)12-18-5-7-19(8-6-18)16-17-4-10-21-16/h1-2,4,10-11H,3,5-9,12H2; Key:PZGCFBVHUMLXBW-UHFFFAOYSA-N;

Last updated: 2025-07-26 18:34:08

S3608

S3608 is a piperazine derivative related to piribedil, which similarly acts as a dopamine D₂ and D₃ receptor agonist.^[1]^[2]^[3]^[4]

References

↑ Poignant JC, Gressier H, Petitjean M, Regnier G, Canevari R (October 1975). "A new central direct dopaminergic stimulant: 1-(Coumaran-5-yl methyl)-4-(2-thiazolyl) piperazine hydrochloride (S 3608)". Experientia. 31 (10): 1204–1205. doi:10.1007/BF02326795. PMID 1243126.
↑ Hall MD, Jenner P, Marsden CD (January 1983). "Differential labelling of dopamine receptors in rat brain in vivo: comparison of [3H]piribedil, [3H]S 3608 and [3H]N,n-propylnorapomorphine". European Journal of Pharmacology. 87 (1): 85–94. doi:10.1016/0014-2999(83)90053-5. PMID 6188621.
↑ Caccia S, Notarnicola A, Fong MH, Benfenati E (January 1984). "Identification and quantitation of 1-arylpiperazines, metabolites resulting from side-chain cleavage of (4-substituted aryl-1-piperazinyl)alkyl heterocyclic derivatives in rat plasma and brain". Journal of Chromatography. 283: 211–221. doi:10.1016/s0021-9673(00)96256-3. PMID 6707118.
↑ Offermeier J, van Rooyen JM (March 1986). "A comparative study of the locomotor activity effects of apomorphine and the "atypical dopamine agonists" (piribedil and S3608)". Life Sciences. 38 (10): 895–903. doi:10.1016/0024-3205(86)90257-2. PMID 3081774.

View original on Wikipedia

[1] Poignant JC, Gressier H, Petitjean M, Regnier G, Canevari R (October 1975). "A new central direct dopaminergic stimulant: 1-(Coumaran-5-yl methyl)-4-(2-thiazolyl) piperazine hydrochloride (S 3608)". Experientia. 31 (10): 1204–1205. doi:10.1007/BF02326795. PMID 1243126.

[2] Hall MD, Jenner P, Marsden CD (January 1983). "Differential labelling of dopamine receptors in rat brain in vivo: comparison of [3H]piribedil, [3H]S 3608 and [3H]N,n-propylnorapomorphine". European Journal of Pharmacology. 87 (1): 85–94. doi:10.1016/0014-2999(83)90053-5. PMID 6188621.

[3] Caccia S, Notarnicola A, Fong MH, Benfenati E (January 1984). "Identification and quantitation of 1-arylpiperazines, metabolites resulting from side-chain cleavage of (4-substituted aryl-1-piperazinyl)alkyl heterocyclic derivatives in rat plasma and brain". Journal of Chromatography. 283: 211–221. doi:10.1016/s0021-9673(00)96256-3. PMID 6707118.

[4] Offermeier J, van Rooyen JM (March 1986). "A comparative study of the locomotor activity effects of apomorphine and the "atypical dopamine agonists" (piribedil and S3608)". Life Sciences. 38 (10): 895–903. doi:10.1016/0024-3205(86)90257-2. PMID 3081774.

[1]

v t e Arylpiperazines
Phenylpiperazines	1-Phenylpiperazine (1-PP; PP) 3,4-CFP 2C-B-PP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-7625 EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635
Benzylpiperazines	2C-B-BZP 3-Methylbenzylpiperazine Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP EGIS-7625 Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide NSI-189 Piberaline Piribedil RN-1747 Sunifiram Trimetazidine Vesnarinone
Naphthylpiperazines	1-Naphthylpiperazine (1-NP) 2-Naphthylpiperazine (2-NP) CSP-2503 F-11,461 S-14,506 S-14671
Quinolinylpiperazines	FPPQ 6-Nitroquipazine Isoquipazine Quipazine
Diphenylalkylpiperazines	AD-1211 Almitrine Amperozide BRL-15,572 Buclizine BW373U86 Cetirizine Chlorbenzoxamine Chlorcyclizine Cinnarizine Clocinizine Cyclizine DBL-583 Diphenpipenol Diphenylmethylpiperazine Dotarizine DPI-221 DPI-287 DPI-3290 GBR-12,783 GBR-12,935 GBR-13,069 GBR-13,098 GBR-13,119 Hydroxyzine JJC8-088 Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine ORG-12962 Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclic-linked piperazines	Amoxapine Clopenthixol Clorotepine Clozapine Cyanothepin Doclothepin Docloxythepin Flupentixol Fluphenazine Isofloxythepin Loxapine Meperathiepin Metitepine Octomethothepin Olanzapine Opipramol Oxyclothepin Oxyprothepin Peradithiepin Perathiepin Perazine Perphenazine Pirenzepine Prochlorperazine Thiethylperazine Thiothixene Trifluoperazine Trifluthepin Zuclopenthixol
Others/uncategorized	AP-238 Azimilide Bucinnazine Cinepazet Cinepazic acid Cinepazide CPD-1 Cyclohexylpiperazine Hexocyclium Indinavir JNJ-7777120 Lodenafil MK-212 Mirodenafil PB-28 Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

Identifiers

IUPAC name 2-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-1,3-thiazole
CAS Number	55745-35-2
PubChem CID	171470
ChemSpider	149902
UNII	6ZQC8FH5JZ
CompTox Dashboard (EPA)	DTXSID50204298
ECHA InfoCard	100.054.333
Chemical and physical data
Formula	C₁₆H₁₉N₃OS
Molar mass	301.41 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1COC2=C1C=C(C=C2)CN3CCN(CC3)C4=NC=CS4
InChI InChI=1S/C16H19N3OS/c1-2-15-14(3-9-20-15)11-13(1)12-18-5-7-19(8-6-18)16-17-4-10-21-16/h1-2,4,10-11H,3,5-9,12H2 Key:PZGCFBVHUMLXBW-UHFFFAOYSA-N