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MilliporeSigma

708569

Sigma-Aldrich

(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C23H28BF4N3O
CAS Number:
Molecular Weight:
449.29
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

form

solid

Quality Level

mp

200-206 °C

functional group

ether
phenyl

SMILES string

F[B-](F)(F)F.CC1=C(C(C)=CC(C)=C1)[N+]2=CN3C(COC(C)(C)[C@@H]3CC4=CC=CC=C4)=N2

InChI

1S/C23H28N3O.BF4/c1-16-11-17(2)22(18(3)12-16)26-15-25-20(13-19-9-7-6-8-10-19)23(4,5)27-14-21(25)24-26;2-1(3,4)5/h6-12,15,20H,13-14H2,1-5H3;/q+1;-1/t20-;/m0./s1

InChI key

PVYSZYZMWZCJCT-BDQAORGHSA-N

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1 of 4

This Item
WH0003915M1MAB1924MAB1904
antibody form

ascites fluid

antibody form

purified immunoglobulin

antibody form

ascites fluid

antibody form

purified antibody

biological source

mouse

biological source

mouse

biological source

mouse

biological source

rat

Gene Information

human ... LAMC1(3915)

Gene Information

human ... LAMC1(3915)

Gene Information

human ... LAMA2(3908)

Gene Information

mouse ... Lama1(16772)

clone

2E8, monoclonal

clone

2E6-B4, monoclonal

clone

4C7, monoclonal

clone

AL-2, monoclonal

species reactivity

rat, human

species reactivity

human

species reactivity

human

species reactivity

mouse

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

wet ice

Application

Catalyst for:
  • Intermolecular conjugate addition of alcohols to unsaturated ketones and esters
  • Preparation of β-amino carbonyl compounds by N-heterocyclic carbene-catalyzed enantioselective Mannich reactions of a-aryloxyacetaldehydes with imines
  • Asymmetric synthesis of cyclopentenes from allyl diketones by carbene-catalyzed intramolecular aldol reaction, lactonization, and carbon dioxide expulsion
  • Preparation of esters via tandem oxidation of allylic/benzylic/propargyl alcohols or aldehyde

hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Anthony Scott et al.
Acta biochimica et biophysica Sinica, 46(3), 199-203 (2014-01-07)
DNA methylation is an important epigenetic mechanism that ensures correct gene expression and maintains genetic stability. DNA methyltransferase 1 (DNMT1) is the primary enzyme that maintains DNA methylation during replication. Dysregulation of DNMT1 is implicated in a variety of diseases.
Jianqing Lin et al.
The Prostate, 71(4), 333-343 (2010-09-03)
The clinical success of the nucleoside analogs 5-aza-cytidine (5-azaC) and 5-aza-2'deoxycytidine (5-aza-dC) as DNA methyltransferase (DNMT) inhibitors has spurred interest in the development of non-nucleoside inhibitors with improved pharmacologic and safety profiles. Because DNMT catalysis features attack of cytosine bases
Anthony M Chomyk et al.
Scientific reports, 7(1), 8696-8696 (2017-08-20)
Multiple Sclerosis (MS) is an immune-mediated demyelinating disease of the human central nervous system (CNS). Memory impairments and hippocampal demyelination are common features in MS patients. Our previous data have shown that demyelination alters neuronal gene expression in the hippocampus.
Jikui Song et al.
Science (New York, N.Y.), 331(6020), 1036-1040 (2010-12-18)
Maintenance of genomic methylation patterns is mediated primarily by DNA methyltransferase-1 (DNMT1). We have solved structures of mouse and human DNMT1 composed of CXXC, tandem bromo-adjacent homology (BAH1/2), and methyltransferase domains bound to DNA-containing unmethylated CpG sites. The CXXC specifically
Mihika Pradhan et al.
Biochemistry, 47(38), 10000-10009 (2008-08-30)
DNA cytosine methylation is one of the major epigenetic gene silencing marks in the human genome facilitated by DNA methyltransferases. DNA cytosine-5 methyltransferase 1 (DNMT1) performs maintenance methylation in somatic cells. In cancer cells, DNMT1 is responsible for the aberrant

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