![(S)-3,9-DIMETHOXY-6,8,13,13A-TETRAHYDRO-5H-ISOQUINOLINO[3,2-A]ISOQUINOLINE-2,10-DIOL structure, CAS 16562-13-3](/structures/120000/101430_3_16562_13_3.png)
CAS Number16562-13-3
Synonyms(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol; (13aS)-3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol; (-)-Stepholidine; (S)-3,9-Dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline-2,10-diol; (13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,10-diol; L-Stepholidine; Stepholidine
Molecular FormulaC19H21NO4
Molecular Weight327.374
Purity96+%
Density1.4±0.1 g/cm3
Boiling Point524.0±50.0 °C at 760 mmHg
Melting Point120-122ºC
EINECS0
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 16562-13-3 |
| Catalog No. | 2A-0101430 |
| Chinese Name | 左旋千金藤啶碱 |
| Synonyms | (13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol; (13aS)-3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol; (-)-Stepholidine; (S)-3,9-Dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline-2,10-diol; (13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,10-diol; L-Stepholidine; Stepholidine |
| Molecular Formula | C19H21NO4 |
| Molecular Weight | 327.374 |
| Purity | 96+ |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 524.0±50.0 °C at 760 mmHg |
| Melting Point | 120-122ºC |
| Application | L-Stepholidine (Stepholidine), an alkaloid extracted from the Chinese herbal medicine Stephania intermedia, is the first known dopamine D1 receptor agonist and dopamine D2 receptor antagonist. L-Steph |
| EINECS | 0 |
| HTC | 2933990090 |
| UN(IATA) | 0 |
| SMILES | COc1cc2c(cc1O)C1Cc3ccc(O)c(OC)c3CN1CC2 |
| InChI | InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3 |
| InChI Key | JKPISQIIWUONPB-HNNXBMFYSA-N |
| Use of | L-Stepholidine (Stepholidine), an alkaloid extract of the Chinese herb Stephania intermedia, is the first compound known to exhibit mixed dopamine D1 receptor agonist/D2 antagonist properties. L-Stepholidine (Stepholidine) has neuroprotective effect and inhibits heroin-induced reinstatement. L-Stepholidine (Stepholidine) is a potential medication for the treatment of opiate addiction[1][2][3]. Properties Name L-Stepholidine Synonym More Synonyms (S)-(-)-Stepholidine Biological Activity Description L-Stepholidine (Stepholidine), an alkaloid extract of the Chinese herb Stephania intermedia, is the first compound known to exhibit mixed dopamine D1 receptor agonist/D2 antagonist properties. L-Stepholidine (Stepholidine) has neuroprotective effect and inhibits heroin-induced reinstatement. L-Stepholidine (Stepholidine) is a potential medication for the treatment of opiate addiction[1][2][3]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor Research Areas >> Neurological Disease Dopamine D1 receptor[1] Dopamine D2 receptor[1] References [1]. Ma B, et al. L-stepholidine, a natural dopamine receptor D1 agonist and D2 antagonist, inhibits heroin-induced reinstatement. Neurosci Lett. 2014 Jan 24;559:67-71. [2]. Zhou M, et al. The Neuroprotective Effect of L-Stepholidine on Methamphetamine-Induced Memory Deficits in Mice. Neurotox Res. 2019 Aug;36(2):376-386. [3]. Wang W, et al. The effect of L-stepholidine, a novel extract of Chinese herb, on the acquisition, expression, maintenance, and re-acquisition of morphine conditioned place preference in rats. Neuropharmacology. 2007 Feb;52(2):355-61. Epub 2006 Oct 5. Chemical & Physical Properties Molecular Formula C19H21NO4 Exact Mass 327.147064 PSA 62.16000 Index of Refraction 1.680 InChIKey JKPISQIIWUONPB-HNNXBMFYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : 13a-alpha-Berbine-2,10-diol, 3,9-dimethoxy- CAS REGISTRY NUMBER : 16562-13-3 LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C19-H21-N-O4 MOLECULAR WEIGHT : HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression REFERENCE : CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 6,156,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Lungs, Thorax, or Respiration - respiratory depression REFERENCE : CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 7,522,1986 Safety Information HS Code 2933990090 Synthetic Route Total: 1 Page CAS#:1196996-62-9 3,9-Dimethoxy-5... CAS#:16562-14-4 (S)-(-)-Stepholidine CAS#:16562-13-3 Literature: Journal of Organic Chemistry, , vol. 74, # 23 p. 9225 - 9228 |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS