179120-92-4 Usage
Description
SIB 1508Y is a neuronal nicotinic acetylcholine receptor agonist that serves as an intermediate for the development of nicotinic acetylcholine receptor agonists. It is a brown oil with potential therapeutic applications in the treatment of neurological disorders.
Uses
Used in Pharmaceutical Industry:
SIB 1508Y is used as an intermediate for the synthesis of nicotinic acetylcholine receptor agonists for the treatment of neurological disorders.
Used in Neurological Disorder Treatment:
SIB 1508Y is used as a neuronal nicotinic acetylcholine receptor agonist for the treatment of neurological disorders, such as Parkinson's disease and depression. In rat studies, it has been shown to increase dopamine release and exhibit antidepressant activity.
Used in Antidepressant Therapy:
SIB 1508Y is used as an anti-Parkinson's agent and has demonstrated antidepressant activity, making it a potential candidate for the development of antidepressant therapies.
Check Digit Verification of cas no
The CAS Registry Mumber 179120-92-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,9,1,2 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 179120-92:
(8*1)+(7*7)+(6*9)+(5*1)+(4*2)+(3*0)+(2*9)+(1*2)=144
144 % 10 = 4
So 179120-92-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H14N2.C4H4O4/c1-3-10-7-11(9-13-8-10)12-5-4-6-14(12)2;5-3(6)1-2-4(7)8/h1,7-9,12H,4-6H2,2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t12-;/m0./s1
179120-92-4Relevant articles and documents
A six-step synthesis of (S)-5-ethenyl-3-(1-methyl-2-pyrrolidinyl)pyridine (SIB-1508Y) from (S)-nicotine
Comins, Daniel L.,Smith, Emilie D.
, p. 1449 - 1451 (2006)
The anti-Parkinson's agent SIB-1508Y was prepared in six steps from (S)-nicotine in 20% overall yield. The strategy involves a regioselective formylation at C-5 of a 1,4-dihydronicotine intermediate.
Expedient five-step synthesis of SIB-1508Y from natural nicotine
Wagner, Florence F.,Comins, Daniel L.
, p. 8673 - 8675 (2007/10/03)
Altinicline (SIB-1508Y), an anti-Parkinson's agent, was prepared in five steps from natural nicotine in 32% overall yield via a regioselective substitution of the pyridine ring of (S)-nicotine.
The first enantioselective synthesis of (S)-5-bromo-3-(1-methyl-2-pyrrolidinyl)pyridine: A key intermediate for the preparation of SIB-1508Y
Felpin, Francois-Xavier,Vo-Thanh, Giang,Villieras, Jean,Lebreton, Jacques
, p. 1121 - 1124 (2007/10/03)
The first enantioselective synthesis of (S)-5-bromo-3-(1-methyl-2-pyrrolidinyl)pyridine is described via intramolecular hydroboration-cycloalkylation of an azido-olefin intermediate. The chiral homoallylic alcohol was efficiently synthesized by enantioselective reduction of the corresponding ketone using (+)-diisopinocamphenylchloroborane as the key reaction. The total synthesis of (S)-SIB-1508Y was achieved with an enantiomeric excess (e.e.) of 94% in ten steps and in 18% overall yield from the commercially available 5-bromo-3-pyridinecarboxylic acid.