Salsoline | CAS#101467-40-7 | alkaloid

MedKoo Cat#: 146169 | Name: Salsoline

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Salsoline is a naturally occurring alkaloid found in Salsola species, known for its potential neuroprotective and anti-inflammatory properties. It acts by modulating neurotransmitter systems and inhibiting pro-inflammatory cytokine production, which can help reduce inflammation and protect neuronal cells. Salsoline has shown promise in treating conditions like neurodegenerative diseases and chronic inflammation. Its mechanism involves the suppression of oxidative stress and the modulation of specific signaling pathways that regulate immune responses and neuronal health.

Chemical Structure

Salsoline

CAS#101467-40-7

Theoretical Analysis

MedKoo Cat#: 146169

Name: Salsoline

CAS#: 101467-40-7

Chemical Formula: C11H15NO2

Exact Mass: 193.1103

Molecular Weight: 193.25

Elemental Analysis: C, 68.37; H, 7.82; N, 7.25; O, 16.56

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Salsoline;

IUPAC/Chemical Name

(R)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol

InChi Key

YTPRLBGPGZHUPD-SSDOTTSWSA-N

InChi Code

1S/C11H15NO2/c1-7-9-6-11(14-2)10(13)5-8(9)3-4-12-7/h5-7,12-13H,3-4H2,1-2H3/t7-/m1/s1

SMILES Code

COC1=C(O)C=C2CCN[C@H](C)C2=C1

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 193.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Chebaibi M, Bourhia M, Amrati FE, Slighoua M, Mssillou I, Aboul-Soud MAM, Khalid A, Hassani R, Bousta D, Achour S, Benhida R, Daoud R. Salsoline derivatives, genistein, semisynthetic derivative of kojic acid, and naringenin as inhibitors of A42R profilin-like protein of monkeypox virus: in silico studies. Front Chem. 2024 Sep 10;12:1445606. doi: 10.3389/fchem.2024.1445606. PMID: 39318419; PMCID: PMC11420140. 2: Ibrayev MK, Nurkenov OA, Rakhimberlinova ZB, Takibayeva AT, Palamarchuk IV, Turdybekov DM, Kelmyalene AA, Kulakov IV. Synthesis, Structure and Molecular Docking of New 4,5-Dihydrothiazole Derivatives Based on 3,5-Dimethylpyrazole and Cytisine and Salsoline Alkaloids. Molecules. 2022 Nov 5;27(21):7598. doi: 10.3390/molecules27217598. PMID: 36364423; PMCID: PMC9655236. 3: Borg S, Kvande H, Magnuson E, Sjöqvist B. Salsolinol and salsoline in cerebrospinal lumbar fluid of alcoholic patients. Acta Psychiatr Scand Suppl. 1980;286:171-7. doi: 10.1111/j.1600-0447.1980.tb08064.x. PMID: 6935920. 4: Salsolinol and alcoholism. Lancet. 1982 Jul 10;2(8289):80-1. PMID: 6123816. 5: Sjöquist B, Magnuson E. Analysis of salsolinol and salsoline in biological samples using deuterium-labelled internal standards and gas chromatography--mass spectrometry. J Chromatogr. 1980 Jul 11;183(1):17-24. doi: 10.1016/s0378-4347(00)81393-6. PMID: 7400260. 6: Teitel S, O'Brien J, Pool W, Brossi A. Alkaloids in mammalian tissues. 4. Synthesis of (+)- and (-)-salsoline and isosalsoline. J Med Chem. 1974 Jan;17(1):134-7. doi: 10.1021/jm00247a027. PMID: 4808462. 7: PAKHMURNYI BA. [On the mechanism of action of salsoline on the urination]. Farmakol Toksikol. 1961 Mar-Apr;24:204-7. Russian. PMID: 13732142. 8: Sällström Baum S, Hill R, Kiianmaa K, Rommelspacher H. Effect of ethanol on (R)- and (S)-salsolinol, salsoline, and THP in the nucleus accumbens of AA and ANA rats. Alcohol. 1999 Jun-Jul;18(2-3):165-9. doi: 10.1016/s0741-8329(98)00080-9. PMID: 10456568. 9: Li W, Cheng F, Zhang J, Li C, Yu D, Simayijiang H, Liu H, Li S, Yan J. Changes in Gut Microbiota and Metabolites in Papillary Thyroid Carcinoma Patients Following Radioactive Iodine Therapy. Int J Gen Med. 2023 Oct 2;16:4453-4464. doi: 10.2147/IJGM.S433433. PMID: 37808207; PMCID: PMC10557971. 10: Naoi M, Maruyama W, Akao Y, Yi H. Dopamine-derived endogenous N-methyl-(R)-salsolinol: its role in Parkinson's disease. Neurotoxicol Teratol. 2002 Sep-Oct;24(5):579-91. doi: 10.1016/s0892-0362(02)00211-8. PMID: 12200189. 11: Itoh A, Ikuta Y, Tanahashi T, Nagakura N. Two Alangium alkaloids from Alangium lamarckii. J Nat Prod. 2000 May;63(5):723-5. doi: 10.1021/np0000163. PMID: 10843602. 12: Talhout R, Opperhuizen A, van Amsterdam JG. Role of acetaldehyde in tobacco smoke addiction. Eur Neuropsychopharmacol. 2007 Oct;17(10):627-36. doi: 10.1016/j.euroneuro.2007.02.013. Epub 2007 Mar 23. PMID: 17382522. 13: Uchegbu NN, Fasuan TO, Onuoha NL. Quantification of phytochemicals, and compounds' identification in functional tea from Ficus capensis and Justicia secunda. J Food Sci. 2023 Mar;88(3):1004-1018. doi: 10.1111/1750-3841.16459. Epub 2023 Jan 17. PMID: 36650658. 14: Naoi M, Maruyama W, Akao Y, Zhang J, Parvez H. Apoptosis induced by an endogenous neurotoxin, N-methyl(R)salsolinol, in dopamine neurons. Toxicology. 2000 Nov 16;153(1-3):123-41. doi: 10.1016/s0300-483x(00)00309-7. PMID: 11090952. 15: Maizel' EB, Rozengart EV, Khakimov IuP, Abduvakhabov AA, Aslanov KhA. Proizvodnye Efedrina, sal'solina i tsitizina v kachestve substratov i ingibitorov khokinesteraz [Ephedrine, salsoline and cytisine derivatives as substrates and inhibitirs of cholinesterases]. Biokhimiia. 1978 Jul;43(7):1150-6. Russian. PMID: 698301. 16: Naoi M, Maruyama W, Dostert P, Hashizume Y. N-methyl-(R)salsolinol as a dopaminergic neurotoxin: from an animal model to an early marker of Parkinson's disease. J Neural Transm Suppl. 1997;50:89-105. doi: 10.1007/978-3-7091-6842-4_10. PMID: 9120428. 17: Nappi AJ, Vass E, Collins MA. Contrasting effects of catecholic and O-methylated tetrahydroisoquinolines on hydroxyl radical production. Biochim Biophys Acta. 1999 Sep 14;1434(1):64-73. doi: 10.1016/s0167-4838(99)00175-2. PMID: 10556560. 18: Kartashova LKh, Budon NT. Kolichestvennoe opredelenie papaverina gidrokhorida i sal'soline gidrokhlorida ékstraktsionno-fotometricheskim metodom [Quantitative determination of papaverine hydrochloride and salsoline hydrochloride by extraction-photometric method]. Farmatsiia. 1970 Jan- Feb;19(1):43-6. Russian. PMID: 5441458. 19: KOCHETKOVA GV. [Effect of salsoline on blood pressure and coagulation time in experimental conditions]. Farmakol Toksikol. 1961 Jul-Aug;24:440-2. Russian. PMID: 14457592. 20: Tishkin VS. Vliianie papaverina, kallikreina i sal'solina na nekotorye pokazateli uglevodnogo obmena i soderzhanie katekholaminov v stenke krovenosnykh sosudov [Effect of papaverine, kallikrein and salsoline on carbohydrate metabolism indices and catecholamine content in blood vessel walls]. Farmakol Toksikol. 1977 Jul-Aug;40(4):415-8. Russian. PMID: 902740.