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34213-86-0,MFCD00067366
Catalog No.:AA00C0MR

34213-86-0 | (2R,3S,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Pack Size
Purity
Availability
Price(USD)
Quantity
  
50mg
98%
in stock  
$99.00   $69.00
- +
100mg
98%
in stock  
$177.00   $124.00
- +
250mg
98%
in stock  
$384.00   $269.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00C0MR
Chemical Name:
(2R,3S,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS Number:
34213-86-0
Molecular Formula:
C12H17NO6
Molecular Weight:
271.2665
MDL Number:
MFCD00067366
SMILES:
OC[C@H]1O[C@H](Oc2ccc(cc2)N)[C@H]([C@H]([C@@H]1O)O)O
Properties
Properties
 
Form:
Solid  
MP:
160-162˚C (dec.)  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
283  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1  

Downstream Synthesis Route

[1]Uzawa,Hirotaka;Ito,Hiroki;Izumi,Masayuki;Tokuhisa,Hideo;Taguchi,Kazuhiro;Minoura,Norihiko[Tetrahedron,2005,vol.61,#24,p.5895-5905]

[2]Nagase;Shinkai;Hamachi[ChemicalCommunications,2001,#3,p.229-230]

[3]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249234,2020,ALocationinpatent:Paragraph0072;0077

[4]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249235,2020,ALocationinpatent:Paragraph0085;0090

[5]Beiroth,Femke;Koudelka,Tomas;Overath,Thorsten;Knight,StefanD.;Tholey,Andreas;Lindhorst,ThisbeK.[BeilsteinJournalofOrganicChemistry,2018,vol.14,p.1890-1900]

[6]Amaike;Kobayashi;Shinkai[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#11,p.2553-2558]

[7]CurrentPatentAssignee:BAYERAG-US6271342,2001,B1

[8]Downs,FrederickJ.;Carroll,RobertW.[CarbohydrateResearch,1981,vol.88,p.323-325]

[9]Westphal;Feier[ChemischeBerichte,1956,vol.89,p.582,587]

[10]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

[11]Hartmann,Mirja;Horst,AndreaK.;Klemm,Per;Lindhorst,ThisbeK.[ChemicalCommunications,2010,vol.46,#2,p.330-332]

[12]Locationinpatent:experimentalpartGrabosch,Carsten;Hartmann,Mirja;Schmidt-Lassen,Joern;Lindhorst,ThisbeK.[ChemBioChem,2011,vol.12,#7,p.1066-1074]

[1]Durette,PhilippeL.;Shen,TsungY.[CarbohydrateResearch,1980,vol.81,p.261-274]

[1]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

[1]Li,Jun;Zacharek,Sima;Chen,Xi;Wang,Jianqiang;Zhang,Wei;Janczuk,Adam;Wang,PengGeorge[BioorganicandMedicinalChemistry,1999,vol.7,#8,p.1549-1558]

7144-08-3    34213-86-0   
3β-cholest-5-en-3-ylN-4-(α-D-mannopyranosyl)phenylcarbamate 

[1]Amaike;Kobayashi;Shinkai[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#11,p.2553-2558]

Literature

Title: Mannosylated liposomes bearing Amphotericin B for effective management of visceral Leishmaniasis.

Journal: Journal of liposome research 20111201

Title: Pharmacokinetics and tissue distribution of dual-targeting daunorubicin liposomes in mice.

Journal: Pharmacology 20110101

Title: Targeted liposomal drug delivery to monocytes and macrophages.

Journal: Journal of drug delivery 20110101

Title: Structure-based drug design and optimization of mannoside bacterial FimH antagonists.

Journal: Journal of medicinal chemistry 20100624

Title: Dual-targeting daunorubicin liposomes improve the therapeutic efficacy of brain glioma in animals.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20100125

Title: Effect of surface-mannose modification on aerosolized liposomal delivery to alveolar macrophages.

Journal: Drug development and industrial pharmacy 20100101

Title: Development of mannosylated liposomes for bioadhesive oral drug delivery via M cells of Peyer's patches.

Journal: Drug delivery 20090701

Title: Efficient drug targeting to rat alveolar macrophages by pulmonary administration of ciprofloxacin incorporated into mannosylated liposomes for treatment of respiratory intracellular parasitic infections.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20080407

Title: Uptake characteristics of liposomes by rat alveolar macrophages: influence of particle size and surface mannose modification.

Journal: The Journal of pharmacy and pharmacology 20070101

Title: Autocrine and paracrine transcriptional regulation of type IIA secretory phospholipase A2 gene in vascular smooth muscle cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050601

Title: Inhibition of bovine sperm-oocyte fusion by the p-aminophenyl derivative of D-mannose.

Journal: Molecular reproduction and development 20040201

Title: Targeting of antiviral drugs to T4-lymphocytes. Anti-HIV activity of neoglycoprotein-AZTMP conjugates in vitro.

Journal: Biochemical pharmacology 19901215

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SDS
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Tags:34213-86-0 Molecular Formula|34213-86-0 MDL|34213-86-0 SMILES|34213-86-0 (2R,3S,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Catalog No.: AA00C0MR
34213-86-0,MFCD00067366
34213-86-0 | (2R,3S,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Pack Size： 50mg
Purity： 98%
in stock
$99.00 $69.00
Pack Size： 100mg
Purity： 98%
in stock
$177.00 $124.00
Pack Size： 250mg
Purity： 98%
in stock
$384.00 $269.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00C0MR
Chemical Name: (2R,3S,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS Number: 34213-86-0
Molecular Formula: C12H17NO6
Molecular Weight: 271.2665
MDL Number: MFCD00067366
SMILES: OC[C@H]1O[C@H](Oc2ccc(cc2)N)[C@H]([C@H]([C@@H]1O)O)O
Properties
Form: Solid  
MP: 160-162˚C (dec.)  
Storage: 2-8℃;  
Complexity: 283  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1  
Downstream Synthesis Route
10357-27-4    34213-86-0 

[1]Uzawa,Hirotaka;Ito,Hiroki;Izumi,Masayuki;Tokuhisa,Hideo;Taguchi,Kazuhiro;Minoura,Norihiko[Tetrahedron,2005,vol.61,#24,p.5895-5905]

[2]Nagase;Shinkai;Hamachi[ChemicalCommunications,2001,#3,p.229-230]

[3]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249234,2020,ALocationinpatent:Paragraph0072;0077

[4]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249235,2020,ALocationinpatent:Paragraph0085;0090

[5]Beiroth,Femke;Koudelka,Tomas;Overath,Thorsten;Knight,StefanD.;Tholey,Andreas;Lindhorst,ThisbeK.[BeilsteinJournalofOrganicChemistry,2018,vol.14,p.1890-1900]

[6]Amaike;Kobayashi;Shinkai[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#11,p.2553-2558]

[7]CurrentPatentAssignee:BAYERAG-US6271342,2001,B1

[8]Downs,FrederickJ.;Carroll,RobertW.[CarbohydrateResearch,1981,vol.88,p.323-325]

[9]Westphal;Feier[ChemischeBerichte,1956,vol.89,p.582,587]

[10]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

[11]Hartmann,Mirja;Horst,AndreaK.;Klemm,Per;Lindhorst,ThisbeK.[ChemicalCommunications,2010,vol.46,#2,p.330-332]

[12]Locationinpatent:experimentalpartGrabosch,Carsten;Hartmann,Mirja;Schmidt-Lassen,Joern;Lindhorst,ThisbeK.[ChemBioChem,2011,vol.12,#7,p.1066-1074]

50-00-0    34213-86-0    74590-39-9 

[1]Durette,PhilippeL.;Shen,TsungY.[CarbohydrateResearch,1980,vol.81,p.261-274]

463-71-8    34213-86-0    96345-79-8 

[1]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

246855-91-4    34213-86-0    246855-92-5 

[1]Li,Jun;Zacharek,Sima;Chen,Xi;Wang,Jianqiang;Zhang,Wei;Janczuk,Adam;Wang,PengGeorge[BioorganicandMedicinalChemistry,1999,vol.7,#8,p.1549-1558]

7144-08-3    34213-86-0   
3β-cholest-5-en-3-ylN-4-(α-D-mannopyranosyl)phenylcarbamate 

[1]Amaike;Kobayashi;Shinkai[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#11,p.2553-2558]

Literature fold

Title: Mannosylated liposomes bearing Amphotericin B for effective management of visceral Leishmaniasis.

Journal: Journal of liposome research20111201

Title: Pharmacokinetics and tissue distribution of dual-targeting daunorubicin liposomes in mice.

Journal: Pharmacology20110101

Title: Targeted liposomal drug delivery to monocytes and macrophages.

Journal: Journal of drug delivery20110101

Title: Structure-based drug design and optimization of mannoside bacterial FimH antagonists.

Journal: Journal of medicinal chemistry20100624

Title: Dual-targeting daunorubicin liposomes improve the therapeutic efficacy of brain glioma in animals.

Journal: Journal of controlled release : official journal of the Controlled Release Society20100125

Title: Effect of surface-mannose modification on aerosolized liposomal delivery to alveolar macrophages.

Journal: Drug development and industrial pharmacy20100101

Title: Development of mannosylated liposomes for bioadhesive oral drug delivery via M cells of Peyer's patches.

Journal: Drug delivery20090701

Title: Efficient drug targeting to rat alveolar macrophages by pulmonary administration of ciprofloxacin incorporated into mannosylated liposomes for treatment of respiratory intracellular parasitic infections.

Journal: Journal of controlled release : official journal of the Controlled Release Society20080407

Title: Uptake characteristics of liposomes by rat alveolar macrophages: influence of particle size and surface mannose modification.

Journal: The Journal of pharmacy and pharmacology20070101

Title: Autocrine and paracrine transcriptional regulation of type IIA secretory phospholipase A2 gene in vascular smooth muscle cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology20050601

Title: Inhibition of bovine sperm-oocyte fusion by the p-aminophenyl derivative of D-mannose.

Journal: Molecular reproduction and development20040201

Title: Targeting of antiviral drugs to T4-lymphocytes. Anti-HIV activity of neoglycoprotein-AZTMP conjugates in vitro.

Journal: Biochemical pharmacology19901215

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