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6-O-Benzylguanine

6-O-Benzylguanine Structure
6-O-Benzylguanine structure
CAS No.
19916-73-5
Chemical Name:
6-O-Benzylguanine
Synonyms
6-benzylguanine;O6-BENZYLGUANINE;O6-Benzylguanine ,98%;6-(benzyloxy)-7H-purin-2-aMine;O6-BenzyL;NSC 637037;6-O-BENZYLGUANINE;6-BENZYLOXY GUANINE;6-oxo -benzylguanine;4 6-Benzyloxyguanine
CBNumber:
CB9263934
Molecular Formula:
C12H11N5O
Molecular Weight:
241.25
MDL Number:
MFCD00269931
MOL File:
19916-73-5.mol
MSDS File:
SDS
Last updated:2025-10-09 14:55:14
Product description Number Pack Size Price
O6-Benzylguanine ≥98% (TLC), solid B2292 50mg $104.5
O6-Benzylguanine B4208 5G $56
O6-Benzylguanine B4208 25G $168
O6-Benzylguanine ≥98% 16332 10mg $32
O6-Benzylguanine ≥98% 16332 1g $699
More product size
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6-O-Benzylguanine Properties

Melting point 193(dec.)
Boiling point 459.3±55.0 °C(Predicted)
Density 1.48±0.1 g/cm3(Predicted)
storage temp. room temp
solubility methanol: 20 mg/mL
form solid
pka 7.47±0.20(Predicted)
color Off-White to Light Yellow
InChI 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)
InChIKey KRWMERLEINMZFT-UHFFFAOYSA-N
SMILES N1C2C(=NC(N)=NC=2OCC2=CC=CC=C2)NC=1
CAS DataBase Reference 19916-73-5(CAS DataBase Reference)
NCI Dictionary of Cancer Terms O(6)-benzylguanine
FDA UNII 01KC87F8FE
NCI Drug Dictionary O6-benzylguanine
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
Hazard Note  Irritant
HS Code  29339900
NFPA 704
1
2 0

6-O-Benzylguanine price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B2292 O6-Benzylguanine ≥98% (TLC), solid 19916-73-5 50mg $104.5 2025-07-31 Buy
TCI Chemical B4208 O6-Benzylguanine 19916-73-5 5G $56 2025-07-31 Buy
TCI Chemical B4208 O6-Benzylguanine 19916-73-5 25G $168 2025-07-31 Buy
Cayman Chemical 16332 O6-Benzylguanine ≥98% 19916-73-5 10mg $32 2024-03-01 Buy
Cayman Chemical 16332 O6-Benzylguanine ≥98% 19916-73-5 1g $699 2024-03-01 Buy
Product number Packaging Price Buy
B2292 50mg $104.5 Buy
B4208 5G $56 Buy
B4208 25G $168 Buy
16332 10mg $32 Buy
16332 1g $699 Buy

6-O-Benzylguanine Chemical Properties,Uses,Production

Chemical Properties

Light Yellow Solid

Uses

An irreversible inhibitor of the mammalian DNA repair protein, O6-alkylguanine-DNA alkyltransferase. Assists in the protection against carcinogenic and therapeutic alkylating agents.

Uses

O6-Benzylguanine is an effective substrate and efficient inactivator of DNA alkyltransferase. O6-Benzylguanine is an inhibitor of MGMT. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Biochem/physiol Actions

O6-Benzylguanine (O6BG) inhibits methylguanine methyltransferase (MGMT) by blocking the active site through benzyl group transfer. The use of O6BG with bis-chloroethylnitrosourea (BCNU) or carmustine is effective in treating solid tumors including lymphomas, melanomas and sarcoma.

Synthesis

6-Chloroguanine

10310-21-1

Benzyl alcohol

100-51-6

6-O-Benzylguanine

19916-73-5

GENERAL STEPS: Benzyl alcohol (37.5 g, 0.347 mol) was mixed with sodium hydroxide (2.96 g, 0.074 mol) and heated until the sodium hydroxide was completely dissolved. After the reaction mixture was cooled, 2-amino-6-chloropurine (6.00 g, 0.035 mol) was added and the reaction was stirred at 80-90 °C for 5 hours. After completion of the reaction, methyl tert-butyl ether (120 mL) was added to the reaction mixture and extracted twice with sodium hydroxide solution (70 mL). The alkaline aqueous layers were combined, washed with toluene and subsequently evaporated to remove the toluene. The solution was neutralized to pH 6-8 with 35% hydrochloric acid and the precipitated crystals were collected by filtration. The resulting crude product 2-amino-6-(benzyloxy)purine (7.60 g, 0.032 mol, 92% yield) was dried under reduced pressure.

References

[1] Patent: WO2003/84957, 2003, A1. Location in patent: Page/Page column 9-10
[2] Nucleosides and Nucleotides, 1999, vol. 18, # 10, p. 2219 - 2231
[3] Helvetica Chimica Acta, 2012, vol. 95, # 12, p. 2621 - 2634
[4] Tetrahedron, 2007, vol. 63, # 24, p. 5323 - 5327
[5] Synthetic Communications, 2003, vol. 33, # 6, p. 941 - 952

6-O-Benzylguanine Preparation Products And Raw materials

Raw materials

Acetonitrile N,N-Dimethylformamide Guanine Benzyl alcohol Tetraethylammonium Chloride
6-Chloroguanine Toluene Phosphorus oxitrichloride Ethyl acetate 1,2-Dichloroethane
Hydrochloric acid Acetic acid Sodium hydroxide Activated carbon

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Preparation Products

6-O-Benzylguanine Suppliers

Global( 434)Suppliers
Supplier Tel Email Country ProdList Advantage
Sichuan Zhuoyu Yantang Technology Co., Ltd. 		+8613288715578 sales@sichuanzyyt.com China 12247 58
Hebei Yanxi Chemical Co., Ltd. 		+8618531123677 faithe@yan-xi.com China 5853 58
Hebei Chuanghai Biotechnology Co., Ltd 		+8615531151365 mina@chuanghaibio.com China 18126 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20175 58
airuikechemical co., ltd. 		+86-18353166132 sales02@airuikechemical.com China 983 58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		+8613343047651 admin@zlchemi.com China 3692 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718; +8613336195806 sales@capot.com China 29734 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 33024 60
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29852 58
Zhejiang ZETian Fine Chemicals Co. LTD 		+8618957127338 stella@zetchem.com China 2161 58
Supplier Advantage
Sichuan Zhuoyu Yantang Technology Co., Ltd. 		58
Hebei Yanxi Chemical Co., Ltd. 		58
Hebei Chuanghai Biotechnology Co., Ltd 		58
Henan Fengda Chemical Co., Ltd 		58
airuikechemical co., ltd. 		58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		58
Capot Chemical Co.,Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Zhejiang ZETian Fine Chemicals Co. LTD 		58

View Lastest Price from 6-O-Benzylguanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-O-Benzylguanine pictures 2025-10-16 6-O-Benzylguanine
19916-73-5
 US $0.00-0.00 / Kg/Drum 1KG 99%min 1000kgs WUHAN FORTUNA CHEMICAL CO., LTD
O6-Benzylguanine pictures 2025-10-09 O6-Benzylguanine
19916-73-5
 US $62.00-42.00 / mg 98.00% 10g TargetMol Chemicals Inc.
O6-Benzylguanine pictures 2025-09-25 O6-Benzylguanine
19916-73-5
 US $122.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • 6-O-Benzylguanine pictures
  • 6-O-Benzylguanine
    19916-73-5
  • US $0.00-0.00 / Kg/Drum
  • 99%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • O6-Benzylguanine pictures
  • O6-Benzylguanine
    19916-73-5
  • US $122.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd

6-O-Benzylguanine Spectrum

6-O-Benzylguanine(19916-73-5)1HNMR6-O-Benzylguanine(19916-73-5)1HNMR

19916-73-5(6-O-Benzylguanine)Related Search:

EC 2.6.1.2 6-Aminocaproic acid 2-Aminopurine Benzyltrimethylammonium chloride 6-Methoxyguanine
Benzyl chloride 3-Aminophenol 6-Benzylaminopurine Glycine ALTRENOGEST
Purine Guanine Acetaminophen Benzyltriethylammonium chloride 4-Methoxybenzylchloride
Iminodibenzyl 6-Thioguanine Tris(hydroxymethyl)aminomethane

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O(sup 6)benzylguanidine O6-Benzylguanine ,98% 2-Amino-6-(benzyloxy)-9H-purine 6-(Benzyloxy)-1H-purin-2-amine 6-(benzyloxy)-7H-purin-2-aMine 6-(PhenylMethoxy)-9H-purin-2-aMine NSC 637037 6-benzylguanine 6-oxo -benzylguanine 6-O-Benzylguanine(O6BG) 9H-Purin-2-amine,6-(phenylmethoxy)- 6-phenylmethoxy-7H-purin-2-amine O6-BENZYLGUANINE 2-Amino-6-(benzyloxy)purine 2-amino-6-(phenylmethoxy)-9h-purine Ganciclovir Impurity 12 6-O-BENZYLGUANINE 6-BENZYLOXY-9H-PURIN-2-AMINE 6-BENZYLOXY GUANINE 4 6-Benzyloxyguanine 6-BENZYLOXY GUANINE2-AMINO-6-BENZYLOXYPURINE O6-BenzyL 2-((2-acetamido-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy)propane-1,3-diyl dibenzoate "2-Amino-6-(benzyloxy)purine, 2-Amino-6-(phenylmethoxy)-9H-purine" 6-(Phenylmethoxy)-1H-purin-2-amine O6-Benzylguanine O6-Benzylguanine - Bio-X ? 19916-73-5 9916-73-5 Apoptosis and Cell Cycle DNA Repair Regulators DNA metabolism BioChemical Cell Signaling and Neuroscience Cell Biology Alkylguanine-DNA alkyltransferase, mammalian DNA repair proteinApoptosis and Cell Cycle DNA Repair Regulators A to DNA metabolism Enzyme Inhibitors by Enzyme Nucleotides and Nucleosides Bases & Related Reagents Nucleotides