Home Fluorides 842133-18-0
842133-18-0,MFCD18251436
Catalog No.:AA01CCCU

842133-18-0 | D-Glucitol,1,5-anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-, (1S)-

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1mg
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50mg
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250mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA01CCCU
Chemical Name:
D-Glucitol,1,5-anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-, (1S)-
CAS Number:
842133-18-0
Molecular Formula:
C24H25FO5S
Molecular Weight:
444.5157
MDL Number:
MFCD18251436
SMILES:
OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2ccc(s2)c2ccc(cc2)F)C)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
574  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
5  
XLogP3:
3.2  

Downstream Synthesis Route
842133-18-0   
(1S)-1,5-anhydro-1-3-5-(4-fluorophenyl)-2-thienylmethyl-4-methylphenyl-D-glucitolhemihydrate 

[1]Patent:US2008/146515,2008,A1.Locationinpatent:Page/Pagecolumn4

[1]Patent:WO2017/71813,2017,A1.Locationinpatent:Page/Pagecolumn12

[2]Patent:CN103694230,2016,B.Locationinpatent:Paragraph0072;0073

[3]Patent:CN109553609,2019,A.Locationinpatent:Paragraph0090;0100;0101;0102;0105;0115;0116;0117

[4]Patent:WO2009/35969,2009,A1.Locationinpatent:Page/Pagecolumn80

[5]Patent:WO2016/16852,2016,A1.Locationinpatent:Page/Pagecolumn9;10

[6]Patent:CN108191841,2018,A.Locationinpatent:Paragraph0042;0047

[1]Patent:WO2009/35969,2009,A1.Locationinpatent:Page/Pagecolumn79-80

[1]Patent:WO2017/71813,2017,A1.Locationinpatent:Page/Pagecolumn14

[2]JournaloftheAmericanChemicalSociety,2017,vol.139,p.10693-10701

[3]Patent:CN109180662,2019,A.Locationinpatent:Page/Pagecolumn8-11

[4]Patent:CN109553609,2019,A.Locationinpatent:Paragraph0090;0103;0104;0105;0118;0119

[5]Patent:CN107459500,2017,A.Locationinpatent:Paragraph0022;0023

[6]Patent:CN108191841,2018,A.Locationinpatent:Paragraph0042;0048;0054;0060

[7]Patent:WO2009/35969,2009,A1.Locationinpatent:Page/Pagecolumn81

[8]Patent:US2010/99883,2010,A1.Locationinpatent:Page/Pagecolumn39

[9]Patent:US2010/99883,2010,A1.Locationinpatent:Page/Pagecolumn43

[10]Patent:WO2016/83790,2016,A1.Locationinpatent:Page/Pagecolumn5;13

[11]Patent:CN103694230,2016,B.Locationinpatent:Paragraph0070;0072;0074;0075

[12]Patent:CN107286143,2017,A.Locationinpatent:Paragraph0061;0062

[13]Patent:US2016/228375,2016,A1.Locationinpatent:Paragraph0105;0106

[14]Patent:CN109456315,2019,A.Locationinpatent:Paragraph0022

[15]Patent:CN110698468,2020,A.Locationinpatent:Paragraph0024;0051-0057;0062-0065

Literature

Title: Canagliflozin prevents scopolamine-induced memory impairment in rats: Comparison with galantamine hydrobromide action.

Journal: Chemico-biological interactions 20171101

Title: Renal tubular and adrenal medullary tumors in the 2-year rat study with canagliflozin confirmed to be secondary to carbohydrate (glucose) malabsorption in the 15-month mechanistic rat study.

Journal: Chemico-biological interactions 20171101

Title: Effect of canagliflozin and metformin on cortical neurotransmitters in a diabetic rat model.

Journal: Chemico-biological interactions 20161025

Title: Pharmacokinetics, Pharmacodynamics and Clinical Use of SGLT2 Inhibitors in Patients with Type 2 Diabetes Mellitus and Chronic Kidney Disease.

Journal: Clinical pharmacokinetics 20150701

Title: Successful integration of nonclinical and clinical findings in interpreting the clinical relevance of rodent neoplasia with a new chemical entity.

Journal: Toxicologic pathology 20150101

Title: Carcinogenicity in rats of the SGLT2 inhibitor canagliflozin.

Journal: Chemico-biological interactions 20141205

Title: Carbohydrate malabsorption mechanism for tumor formation in rats treated with the SGLT2 inhibitor canagliflozin.

Journal: Chemico-biological interactions 20140925

Title: Canagliflozin , an inhibitor of sodium-glucose cotransporter 2, for the treatment of type 2 diabetes mellitus.

Journal: Expert opinion on drug metabolism & toxicology 20130601

Title: Effect of canagliflozin, a sodium glucose co-transporter 2 (SGLT2) inhibitor, on bacteriuria and urinary tract infection in subjects with type 2 diabetes enrolled in a 12-week, phase 2 study.

Journal: Current medical research and opinion 20120701

Title: Evaluation of vulvovaginal symptoms and Candida colonization in women with type 2 diabetes mellitus treated with canagliflozin, a sodium glucose co-transporter 2 inhibitor.

Journal: Current medical research and opinion 20120701

Title: C-Aryl 5a-carba-β-d-glucopyranosides as novel sodium glucose cotransporter 2 (SGLT2) inhibitors for the treatment of type 2 diabetes.

Journal: Bioorganic & medicinal chemistry 20120701

Title: A novel approach to control hyperglycemia in type 2 diabetes: sodium glucose co-transport (SGLT) inhibitors: systematic review and meta-analysis of randomized trials.

Journal: Annals of medicine 20120601

Title: Canagliflozin improves glycaemic control over 28 days in subjects with type 2 diabetes not optimally controlled on insulin.

Journal: Diabetes, obesity & metabolism 20120601

Title: Dose-ranging effects of canagliflozin, a sodium-glucose cotransporter 2 inhibitor, as add-on to metformin in subjects with type 2 diabetes.

Journal: Diabetes care 20120601

Title: [New possibility in the oral glucose lowering treatment of type 2 diabetes mellitus: sodium-glucose co-transporter-2 inhibitors].

Journal: Orvosi hetilap 20120506

Title: Effect of canagliflozin on renal threshold for glucose, glycemia, and body weight in normal and diabetic animal models.

Journal: PloS one 20120101

Title: Canagliflozin, a novel inhibitor of sodium glucose co-transporter 2, dose dependently reduces calculated renal threshold for glucose excretion and increases urinary glucose excretion in healthy subjects.

Journal: Diabetes, obesity & metabolism 20110701

Title: A new approach to glucose control in type 2 diabetes: the role of kidney sodium-glucose co-transporter 2 inhibition.

Journal: Postgraduate medicine 20110701

Title: New diabetes drugs go beyond insulin to flush out excess sugar.

Journal: Nature medicine 20110601

Title: Discovery of novel N-β-D-xylosylindole derivatives as sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes.

Journal: Journal of medicinal chemistry 20110113

Title: Discovery of canagliflozin, a novel C-glucoside with thiophene ring, as sodium-dependent glucose cotransporter 2 inhibitor for the treatment of type 2 diabetes mellitus.

Journal: Journal of medicinal chemistry 20100909

Title: Liang Y, et al. Effect of canagliflozin on renal threshold for glucose, glycemia, and body weight in normal and diabetic animal models. PLoS One. 2012;7(2):e30555.

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SDS
Tags:842133-18-0 Molecular Formula|842133-18-0 MDL|842133-18-0 SMILES|842133-18-0 D-Glucitol,1,5-anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-, (1S)-