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B2292

O6-Benzylguanine

≥98% (TLC), solid, O⁶-alkylguanine DNA alkyltransferase inhiitor

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Para você/SKUDisponibilidadePreço
50 mg
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R$ 1.002,00

Sobre este item

Fórmula empírica (Notação de Hill):
C12H11N5O
Número CAS:
19916-73-5
Peso molecular:
241.25
UNSPSC Code:
12352200
PubChem Substance ID:
24278259
NACRES:
NA.77
MDL number:
MFCD00269931
Assay:
≥98% (TLC)
Form:
solid

R$ 1.002,00

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Nome do produto

O6-Benzylguanine, ≥98% (TLC), solid

Quality Segment

200

assay

≥98% (TLC)

form

solid

solubility

methanol: 20 mg/mL

storage temp.

room temp

SMILES string

Nc1nc(OCc2ccccc2)c3nc[nH]c3n1

InChI

1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)

InChI key

KRWMERLEINMZFT-UHFFFAOYSA-N

Gene Information

human ... MGMT(4255)

Application

O6-Benzylguanine has been used:
  • as an inhibitor of methylguanine methyltransferase (MGMT) in glioblastoma stem cell[1]
  • as a O6-alkylguanine-alkyltransferase (AGT) enzyme inhibitor in embryonic stem cells prior to N-ethyl-N-nitrosourea(ENU) treatment
  • as an inhibitor of AGT in growth inhibition assays of HL-60 human promyelocytic leukemia cells

Biochem/physiol Actions

O(6)-benzylguanine is an antineoplastic agent that binds the DNA repair enzyme O(6)-alkylguanine DNA alkyltransferase (AGT), resulting in inhibition of AGT-mediated DNA repair. It is widely used in various DNA repair mechanism studies and potentiates the effects of other chemotherapeutic agents that damage DNA.
O6-Benzylguanine (O6BG) inhibits methylguanine methyltransferase (MGMT) by blocking the active site through benzyl group transfer.[2] The use of O6BG with bis-chloroethylnitrosourea (BCNU) or carmustine is effective in treating solid tumors including lymphomas, melanomas and sarcoma.[3]

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Este Item
B8279J3770I7160
O6-Benzylguanine ≥98% (TLC), solid

Sigma-Aldrich

B2292

O6-Benzylguanine

4-(3-Butoxy-4-methoxybenzyl)imidazolidin-2-one solid

Sigma-Aldrich

B8279

4-(3-Butoxy-4-methoxybenzyl)imidazolidin-2-one

JNJ7777120 ≥98% (HPLC)

Sigma-Aldrich

J3770

JNJ7777120

IMS2186 ≥98% (HPLC), solid

Sigma-Aldrich

I7160

IMS2186

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

solid

form

solid

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

methanol: 20 mg/mL

solubility

ethanol: 7 mg/mL, H2O: insoluble

solubility

DMSO: >20 mg/mL, H2O: insoluble

solubility

DMSO: >20 mg/mL

Gene Information

human ... MGMT(4255)

Gene Information

human ... LITAF(9516), PDE4B(5142), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)
rat ... Pde4a(25638)

Gene Information

-

Gene Information

-

pictograms

Exclamation mark
GHS07

signalword

Warning

Classe de armazenamento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

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