Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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C107705-25mg | 25mg | In stock | $48.90 | |
C107705-100mg | 100mg | In stock | $176.90 | |
C107705-500mg | 500mg | In stock | $793.90 | |
C107705-1g | 1g | In stock | $1,428.90 |
Potent, selective nAChR agonist
Synonyms | CYTISINE|485-35-8|Baptitoxine|Sophorine|Cytisinicline|Baptitoxin|Laburnin|Cytiton|Tabex|Ulexine|(-)-Cytisine|Ulexin|Cytisin|Cytitone|Tsitizin|Tabax|Cystisine|Citizin|Cytizin|Baphitoxine|6039 Sopharma|(1R,5S)-3,4,5,6-Tetrahydro-1H-1,5-methanopyrido[1,2-a][ |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Potent, selective agonist at neuronal nicotinic receptors. Acts as a partial agonist at β 2 -containing nicotinic receptors. (K i values are 2 (α4β2), 5890 (α7), 480 (α3β4), 329 (α6/α4β4) and 492 nM (α1β1γδ)). |
Shipped In | Normal |
Grade | Moligand™ |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
ALogP | 0.2 |
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IUPAC Name | (1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one |
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INCHI | InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1 |
InChi Key | ANJTVLIZGCUXLD-DTWKUNHWSA-N |
Canonical SMILES | C1C2CNCC1C3=CC=CC(=O)N3C2 |
Isomeric SMILES | C1[C@H]2CNC[C@@H]1C3=CC=CC(=O)N3C2 |
WGK Germany | 3 |
RTECS | HA4025000 |
PubChem CID | 10235 |
UN Number | 2811 |
Molecular Weight | 190.24 |
Wikipedia | Cytisine |
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CAS Registry No. | 485-35-8 |
ChEBI | CHEBI:4055 |
PubChem CID | 10235 |
ChEMBL Ligand | CHEMBL497939 |
RCSB PDB Ligand | C5E |
DrugCentral Ligand | 5217 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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K1820032 | Certificate of Analysis | Sep 19, 2022 | C107705 |
K1820031 | Certificate of Analysis | Sep 19, 2022 | C107705 |
B2225301 | Certificate of Analysis | Dec 27, 2021 | C107705 |
B2225316 | Certificate of Analysis | Dec 27, 2021 | C107705 |
B2225387 | Certificate of Analysis | Dec 27, 2021 | C107705 |
Solubility | Soluble in water; Soluble in Methanol,Ethanol; Slightly soluble in Benzene,Acetone |
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Specific Rotation[α] | -112° (C=1,EtOH) |
Boil Point(°C) | 218°C |
Melt Point(°C) | 155°C |
Pictogram(s) | GHS06, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H301:Toxic if swallowed |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | HA4025000 |
Merck Index | 2789 |
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2. Caterina Canu Boido,Bruno Tasso,Vito Boido,Fabio Sparatore. (2003-03-07) Cytisine derivatives as ligands for neuronal nicotine receptors and with various pharmacological activities.. Farmaco (Societa chimica italiana : 1989), 58 ((3)): (265-277). [PMID:12620422] |
3. Y E Slater,L M Houlihan,P D Maskell,R Exley,I Bermúdez,R J Lukas,A C Valdivia,B K Cassels. (2003-03-21) Halogenated cytisine derivatives as agonists at human neuronal nicotinic acetylcholine receptor subtypes.. Neuropharmacology, 44 ((4)): (503-515). [PMID:12646287] |
4. Henrik Viberg,Per Eriksson. (2011-08-09) Differences in neonatal neurotoxicity of brominated flame retardants, PBDE 99 and TBBPA, in mice.. Toxicology, 289 ((1)): (59-65). [PMID:21820030] |
5. Anders Ettrup,Jens D Mikkelsen,Szabolcs Lehel,Jacob Madsen,Elsebet Ø Nielsen,Mikael Palner,Daniel B Timmermann,Dan Peters,Gitte M Knudsen. (2011-08-11) 11C-NS14492 as a novel PET radioligand for imaging cerebral alpha7 nicotinic acetylcholine receptors: in vivo evaluation and drug occupancy measurements.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 52 ((9)): (1449-1456). [PMID:21828113] |
6. Natalie Walker,Colin Howe,Chris Bullen,Hayden McRobbie,Marewa Glover,Varsha Parag,Jonathan Williman,Reon Veale,Vili Nosa,Joanne Barnes. (2011-11-23) Study protocol for a non-inferiority trial of cytisine versus nicotine replacement therapy in people motivated to stop smoking.. BMC public health, 11 (880-880). [PMID:22104038] |
7. Hiroto Kuwabara,Dean F Wong,Yongjun Gao,Heather Valentine,Daniel P Holt,Hayden T Ravert,Robert F Dannals,Andrew G Horti. (2011-12-17) PET Imaging of nicotinic acetylcholine receptors in baboons with 18F-AZAN, a radioligand with improved brain kinetics.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 53 ((1)): (121-129). [PMID:22173841] |
8. Edwin G Pérez,Carolina Méndez-Gálvez,Bruce K Cassels. (2012-03-01) Cytisine: a natural product lead for the development of drugs acting at nicotinic acetylcholine receptors.. Natural product reports, 29 ((5)): (555-567). [PMID:22367109] |
9. Colin S Cunningham,Martin A Javors,Lance R McMahon. (2012-03-23) Pharmacologic characterization of a nicotine-discriminative stimulus in rhesus monkeys.. The Journal of pharmacology and experimental therapeutics, 341 ((3)): (840-849). [PMID:22438471] |
10. Kate Cahill,Lindsay F Stead,Tim Lancaster. (2012-04-20) Nicotine receptor partial agonists for smoking cessation.. The Cochrane database of systematic reviews, 4 ((4)): (CD006103-CD006103). [PMID:22513936] |
11. Prakash Rucktooa,Claire A Haseler,René van Elk,August B Smit,Timothy Gallagher,Titia K Sixma. (2012-05-04) Structural characterization of binding mode of smoking cessation drugs to nicotinic acetylcholine receptors through study of ligand complexes with acetylcholine-binding protein.. The Journal of biological chemistry, 287 ((28)): (23283-23293). [PMID:22553201] |
12. Clare Stokes,Roger L Papke. (2012-05-15) Use of an α3β4 nicotinic acetylcholine receptor subunit concatamer to characterize ganglionic receptor subtypes with specific subunit composition reveals species-specific pharmacologic properties.. Neuropharmacology, 63 ((4)): (538-546). [PMID:22580377] |
13. Mariaelvina Sala,Daniela Braida,Luca Pucci,Irene Manfredi,Michael J Marks,Charles R Wageman,Sharon R Grady,Barbara Loi,Sergio Fucile,Francesca Fasoli,Michele Zoli,Bruno Tasso,Fabio Sparatore,Francesco Clementi,Cecilia Gotti. (2012-09-11) CC4, a dimer of cytisine, is a selective partial agonist at α4β2/α6β2 nAChR with improved selectivity for tobacco smoking cessation.. British journal of pharmacology, 168 ((4)): (835-849). [PMID:22957729] |
14. Yu-Jiao Li,Qi Yang,Kun Zhang,Yan-Yan Guo,Xu-Bo Li,Le Yang,Ming-Gao Zhao,Yu-Mei Wu. (2012-10-02) Cytisine confers neuronal protection against excitotoxic injury by down-regulating GluN2B-containing NMDA receptors.. Neurotoxicology, 34 (219-225). [PMID:23022271] |
15. Ramón Sotomayor-Zárate,Katia Gysling,Usoa E Busto,Bruce K Cassels,Lutske Tampier,María Elena Quintanilla. (2013-01-25) Varenicline and cytisine: two nicotinic acetylcholine receptor ligands reduce ethanol intake in University of Chile bibulous rats.. Psychopharmacology, 227 ((2)): (287-298). [PMID:23344555] |
16. Peter Hajek,Hayden McRobbie,Katie Myers. (2013-02-14) Efficacy of cytisine in helping smokers quit: systematic review and meta-analysis.. Thorax, 68 ((11)): (1037-1042). [PMID:23404838] |
17. Julia Niedźwiecka,Anna K Przybył,Maciej Kubicki. (2013-02-21) [Crystal and molecular structure of cytisine salts].. Przeglad lekarski, 69 ((10)): (998-1003). [PMID:23421078] |
18. Iwona Zieleń,Mariola Sliwińska-Mossoń,Halina Milnerowicz. (2013-02-21) [Drugs used to treat nicotine addiction].. Przeglad lekarski, 69 ((10)): (1098-1102). [PMID:23421099] |
19. Matthew R Costello,Daisy D Reynaga,Celina Y Mojica,Nurulain T Zaveri,James D Belluzzi,Frances M Leslie. (2014-02-12) Comparison of the reinforcing properties of nicotine and cigarette smoke extract in rats.. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 39 ((8)): (1843-1851). [PMID:24513971] |
20. Jesse S Rodriguez,Colin S Cunningham,Fernando B Moura,Pauline Ondachi,F Ivy Carroll,Lance R McMahon. (2014-05-08) Discriminative stimulus and hypothermic effects of some derivatives of the nAChR agonist epibatidine in mice.. Psychopharmacology, 231 ((23)): (4455-4466). [PMID:24800895] |
21. Kathryn M Albers,Xiu Lin Zhang,Charlotte M Diges,Erica S Schwartz,Charles I Yang,Brian M Davis,Michael S Gold. (2014-06-03) Artemin growth factor increases nicotinic cholinergic receptor subunit expression and activity in nociceptive sensory neurons.. Molecular pain, 10 (31-31). [PMID:24886596] |
22. Soo Hee Jeong,David Newcombe,Janie Sheridan,Malcolm Tingle. (2014-09-19) Pharmacokinetics of cytisine, an α4 β2 nicotinic receptor partial agonist, in healthy smokers following a single dose.. Drug testing and analysis, 7 ((6)): (475-482). [PMID:25231024] |
23. Yann S Mineur,Emily B Einstein,Matthew P Bentham,Mattis B Wigestrand,Sam Blakeman,Sylvia A Newbold,Marina R Picciotto. (2014-10-08) Expression of the 5-HT1A serotonin receptor in the hippocampus is required for social stress resilience and the antidepressant-like effects induced by the nicotinic partial agonist cytisine.. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 40 ((4)): (938-946). [PMID:25288485] |
24. Hong Xu,Jeffery A Boychuk,Carie R Boychuk,Victor V Uteshev,Bret N Smith. (2014-11-28) Nicotine enhances inhibition of mouse vagal motor neurons by modulating excitability of premotor GABAergic neurons in the nucleus tractus solitarii.. Journal of neurophysiology, 113 ((4)): (1165-1174). [PMID:25429117] |
25. Natalie Walker,Colin Howe,Marewa Glover,Hayden McRobbie,Joanne Barnes,Vili Nosa,Varsha Parag,Bruce Bassett,Christopher Bullen. (2014-12-18) Cytisine versus nicotine for smoking cessation.. The New England journal of medicine, 371 ((25)): (2353-2362). [PMID:25517706] |
26. Nancy A Rigotti. (2014-12-18) Cytisine--a tobacco treatment hiding in plain sight.. The New England journal of medicine, 371 ((25)): (2429-2430). [PMID:25517710] |
27. Erin E Meyers,Esteban C Loetz,Michael J Marks. (2015-01-07) Differential expression of the beta4 neuronal nicotinic receptor subunit affects tolerance development and nicotinic binding sites following chronic nicotine treatment.. Pharmacology, biochemistry, and behavior, 130 (1-8). [PMID:25560939] |
28. Jean-François Etter. (2006-08-16) Cytisine for smoking cessation: a literature review and a meta-analysis.. Archives of internal medicine, 166 ((15)): (1553-1559). [PMID:16908787] |
29. Yann S Mineur,Oli Somenzi,Marina R Picciotto. (2007-02-27) Cytisine, a partial agonist of high-affinity nicotinic acetylcholine receptors, has antidepressant-like properties in male C57BL/6J mice.. Neuropharmacology, 52 ((5)): (1256-1262). [PMID:17320916] |
30. Jean-François Etter,Ronald J Lukas,Neal L Benowitz,Robert West,Carolyn M Dresler. (2007-09-11) Cytisine for smoking cessation: a research agenda.. Drug and alcohol dependence, 92 ((1-3)): (3-8). [PMID:17825502] |
31. Christoph Hirschhäuser,Claire A Haseler,Timothy Gallagher. (2011-04-27) Core modification of cytisine: a modular synthesis.. Angewandte Chemie (International ed. in English), 50 ((22)): (5162-5165). [PMID:21520366] |
32. Hugo R Arias,Dominik Feuerbach,Katarzyna M Targowska-Duda,Krzysztof Jozwiak. (2011-06-07) Structure-activity relationship of ibogaine analogs interacting with nicotinic acetylcholine receptors in different conformational states.. The international journal of biochemistry & cell biology, 43 ((9)): (1330-1339). [PMID:21642011] |
33. Yann S Mineur,Alfonso Abizaid,Yan Rao,Ramiro Salas,Ralph J DiLeone,Daniela Gündisch,Sabrina Diano,Mariella De Biasi,Tamas L Horvath,Xiao-Bing Gao,Marina R Picciotto. (2011-06-11) Nicotine decreases food intake through activation of POMC neurons.. Science (New York, N.Y.), 332 ((6035)): (1330-1332). [PMID:21659607] |
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35. P A Iavich,L I Churadze,T Sh Suladze,T A Rukhadze. (2012-02-07) [Development of quantitative analyse method for determination of alkaloid cytisin in Spartium junceum L., growing in Georgia].. Georgian medical news, (201) ((201)): (65-69). [PMID:22306505] |
36. D S Turcanu,N Kirtok,C Eibl,D Guendisch,E F LaGamma,B B Nankova. (2012-04-17) Nicotinic receptor partial agonists alter catecholamine homeostasis and response to nicotine in PC12 cells.. Neuroscience letters, 516 ((2)): (212-216). [PMID:22503726] |
37. Noah S Philip,Linda L Carpenter,Audrey R Tyrka,Lawrence H Price. (2012-05-24) The nicotinic acetylcholine receptor as a target for antidepressant drug development.. TheScientificWorldJournal, 2012 (104105-104105). [PMID:22619570] |
38. Christopher I Richards,Khai Luong,Rahul Srinivasan,Stephen W Turner,Dennis A Dougherty,Jonas Korlach,Henry A Lester. (2012-06-07) Live-cell imaging of single receptor composition using zero-mode waveguide nanostructures.. Nano letters, 12 ((7)): (3690-3694). [PMID:22668081] |
39. Ravi K Sajja,Shafiqur Rahman. (2012-06-29) Neuronal nicotinic receptor ligands modulate chronic nicotine-induced ethanol consumption in C57BL/6J mice.. Pharmacology, biochemistry, and behavior, 102 ((1)): (36-43). [PMID:22741175] |
40. Paulo César Ghedini,Maria Christina W Avellar,Thereza Christina M De Lima,Maria Teresa R Lima-Landman,Antônio José Lapa,Caden Souccar. (2012-09-22) Quantitative changes of nicotinic receptors in the hippocampus of dystrophin-deficient mice.. Brain research, 1483 (96-104). [PMID:22995368] |
41. Hugo R Arias,Nikolai B Fedorov,Lisa C Benson,Patrick M Lippiello,Greg J Gatto,Dominik Feuerbach,Marcelo O Ortells. (2012-09-27) Functional and structural interaction of (-)-reboxetine with the human α4β2 nicotinic acetylcholine receptor.. The Journal of pharmacology and experimental therapeutics, 344 ((1)): (113-123). [PMID:23010362] |
42. Kasper Harpsøe,Helle Hald,Daniel B Timmermann,Marianne L Jensen,Tino Dyhring,Elsebet Ø Nielsen,Dan Peters,Thomas Balle,Michael Gajhede,Jette S Kastrup,Philip K Ahring. (2012-12-12) Molecular determinants of subtype-selective efficacies of cytisine and the novel compound NS3861 at heteromeric nicotinic acetylcholine receptors.. The Journal of biological chemistry, 288 ((4)): (2559-2570). [PMID:23229547] |
43. Paul Aveyard,Robert West. (2013-08-03) Cytisine and the failure to market and regulate for human health.. Thorax, 68 ((11)): (989-989). [PMID:23908130] |
44. Can Peng,Clare Stokes,Yann S Mineur,Marina R Picciotto,Chengju Tian,Christoph Eibl,Isabelle Tomassoli,Daniela Guendisch,Roger L Papke. (2013-08-21) Differential modulation of brain nicotinic acetylcholine receptor function by cytisine, varenicline, and two novel bispidine compounds: emergent properties of a hybrid molecule.. The Journal of pharmacology and experimental therapeutics, 347 ((2)): (424-437). [PMID:23959137] |
45. Michael J Marks,Sharon R Grady,Outi Salminen,Miranda A Paley,Charles R Wageman,J Michael McIntosh,Paul Whiteaker. (2014-03-26) α6β2*-subtype nicotinic acetylcholine receptors are more sensitive than α4β2*-subtype receptors to regulation by chronic nicotine administration.. Journal of neurochemistry, 130 ((2)): (185-198). [PMID:24661093] |
46. Edmund F LaGamma,Necla Kirtok,Owen Chan,Bistra B Nankova. (2014-08-15) Partial blockade of nicotinic acetylcholine receptors improves the counterregulatory response to hypoglycemia in recurrently hypoglycemic rats.. American journal of physiology. Endocrinology and metabolism, 307 ((7)): (E580-E588). [PMID:25117409] |