1201913-82-7 Usage
Description
Tofogliflozin hydrate, which is a sodium-glucose co-transporter
2 inhibitor, was approved in Japan for the treatment of type 2 diabetes
at the same time as luseogliflozin hydrate (XIX). The drug
was discovered by Chugai Pharmaceutical and jointly developed
with Sanofi-Aventis and Kowa. Tofogliflozin hydrate reduces
glucose levels by inhibiting the reuptake of glucose by selectively
inhibiting SGLT2, and plays a key role in the reuptake of glucose
in the proximal tubule of the kidneys.
Synthesis
Reduction of commercially available 2-bromoterephtalic acid
(268) through the use of trimethoxyborane and borane-
THF proceeded in 89% yield to afford diol 269. Subjection of
this compound to 2-methoxypropene (270) under acidic
conditions generated bis-acetonide 271. This bromide then
underwent lithium–halogen exchange followed by exposure to
magnesium bromide and treatment with lactone 272 (which
was prepared by persilylation of commercially available
(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2Hpyran-
2-one (277). This mixture was worked up with
aqueous ammonium chloride and upon treatment with p-TsOH
in methanol resulted in spiroacetal 273. Next, global protection
of all alcohol functionalities within 273 was affected by reaction
with methylchloroformate and DMAP in acetonitrile. The benzyl
carbonate within 274 was selectively exchanged via Suzuki coupling
with 4-ethylphenylboronic acid (275) to afford methylene
dibenzyl system 276. Subsequent treatment with aqueous sodium
hydroxide in methanol followed by crystallization from 1:6 acetone
and water furnished the desired product tofogliflozin hydrate
(XXXIV) in 75% yield.
Check Digit Verification of cas no
The CAS Registry Mumber 1201913-82-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,0,1,9,1 and 3 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1201913-82:
(9*1)+(8*2)+(7*0)+(6*1)+(5*9)+(4*1)+(3*3)+(2*8)+(1*2)=107
107 % 10 = 7
So 1201913-82-7 is a valid CAS Registry Number.
1201913-82-7Relevant articles and documents
Stable tofogliflozin hydrate compound
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Paragraph 0027, (2017/05/10)
The invention belongs to the technical field of medicine, and particularly relates to a tofogliflozin hydrate and a preparing method thereof. The tofogliflozin obtained through the preparing method contains two types of crystal water and has the advantages of being high in purity, good in stability, not obvious in moisture absorption or weight increase even under high-humidity conditions, and good in formability.
