Lomeguatrib

ChemicalBook > CAS DataBase List > Lomeguatrib

Product Name: Lomeguatrib
CAS No.: 192441-08-0
Chemical Name: Lomeguatrib
Synonyms: C521206;CS-1103;AI3 27596;BRN1861032;Lomeguatrib;Lomeguqtrib;BRN 1861032;BRN-1861032;Lomeguaritrib;Lomeguatrib, >=98%
CBNumber: CB11261272
Molecular Formula: C10H8BrN5OS
Formula Weight: 326.17
MOL File: 192441-08-0.mol

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Lomeguatrib Property

Boiling point:: 683.8±65.0 °C(Predicted)
Density: 2.07
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: DMSO: soluble10mg/mL, clear
pka: 9.42±0.10(Predicted)
form: powder
color: white to beige
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3
RTECS: UO7420000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0586
Product name: Lomeguatrib
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $128
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0586
Product name: Lomeguatrib
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $397
Updated: 2024/03/01

Cayman Chemical

Product number: 11732
Product name: Lomeguatrib
Purity: ≥98%
Packaging: 5mg
Price: $38
Updated: 2024/03/01

Cayman Chemical

Product number: 11732
Product name: Lomeguatrib
Purity: ≥98%
Packaging: 10mg
Price: $67
Updated: 2024/03/01

Cayman Chemical

Product number: 11732
Product name: Lomeguatrib
Purity: ≥98%
Packaging: 25mg
Price: $146
Updated: 2024/03/01

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Lomeguatrib Chemical Properties,Usage,Production

Description

Lomeguatrib (192441-08-0) is a potent (IC50?= 9 nM) inhibitor of O6-Methylguanine-DNA Methyltransferase (MGMT), an important DNA repair protein.1?It is currently being investigated in cancers that have acquired resistant to the chemotherapeutic temozolomide2-5, as well as other chemotherapeutics6,7.

Uses

O6-Methylguanine-DNA methyltransferase (MGMT) is a DNA repair protein which removes an alkyl group from the O6 position on guanine in an autoinactivating reaction. Although important in normal DNA repair, this reaction confers resistance to treatments that use O6-alkylating agents to produce cytotoxicity, e.g., in cancer. Lomeguatrib is a modified quanine base which acts as a pseudosubstrate inactivator of MGMT (IC50 = ~3 nM). A non-toxic compound, lomeguatrib completely inactivates MGMT in human prostate and colorectal tumors when given as a single 120 mg oral dose and in primary central nervous system cancers at 160 mg.

Uses

Lomeguatrib is an inhibitor of O6-methylguanine-DNA methyltransferase (MGMT). Lomeguatrib attenuates MGMT activity in vitro and in vivo. Lomeguatrib enhances the antitumor activity of temozolomide in both human melanoma and MCF-7 xenografts.

storage

+4°C

References

1) Reinhard?et al.?(2001),?Monosaccharide-Linked Inhibitors of O6-Methylguanine-DNA Methyltransferase (MGMT): Synthesis, Molecular Modeling, and Structure-Activity Relationships; J. Med. Chem.?44?4050 2) Barvaux?et al.?(2004),?Sensitization of a human ovarian cancer cell line to temozolomide by simultaneous attenuation of the Bcl-2 antiapoptotic protein and DNA repair by O6-alkylguanine-DNA alkyltransferase: Mol. Cancer Ther.?3?1215 3) Gumbrell?et al.?(2006),?Lomeguatrib, a potent inhibitor of O6-alkylguanine-DNA-alkyltransferase: phase I safety, pharmacodynamic, and pharmacokinetic trial and evaluation in combination with temozolomide in patients with advanced solid tumors: Clin. Cancer Res.?12?1577 4) Watson?et al.?(2009),?O(6)-methylguanine-DNA methyltransferase depletion and DNA damage in patients with melanoma treated with temozolomide alone or with lomeguatrib: Br. J. Cancer?100?1250 5) Taspinar?et al.?(2013),?Effect of lomeguatrib-temozolomide combination of MGMT promoter methylation and expression in primary glioblastoma tumor cells: Tumour Biol.?34?1935 6) Sabharwal?et al.?(2010),?A phase I trial of lomeguatrib and irinotecan in metastatic colorectal cancer: Cancer Chemother. Pharmacol.?66?829 7) Tawbi?et al.?(2011),?Inhibition of DNA repair with MGMT pseudosubstrates: phase I study of lomeguatrib in combination with dacarbazine in patients with advanced melanoma and other solid tumors: Br. J. Cancer?105?773

Lomeguatrib Preparation Products And Raw materials

Raw materials

Preparation Products

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192441-08-0, LomeguatribRelated Search:

Purine ALTRENOGEST Methoxyacetic acid p-Anisaldehyde Lomefloxacin p-Anisidine Tris(hydroxymethyl)aminomethane 6-Aminocaproic acid Glycine 4-Methoxybenzoic acid (Trifluoromethoxy)benzene Lomefloxacin hydrochloride POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE Anisole Bromine 6-ETHOXYPURINE AMINO ACIDS Lomeguatrib

Lomeguatrib

2-Amino-6-[(4-bromo-2-thienyl)methoxy]-9H-purine

6-[(4-bromothiophen-2-yl)methoxy]-7H-purin-2-amine

6-((4-Bromo-2-thienyl)methoxy)purin-2-amine

C521206

2-AMino-6-(4-broMothiophen-2-ylMethoxy)-9H-purine

6-[(4-BroMo-2-thienyl)Methoxy] -1H-purin-2-aMine

6-[(4-BroMo-2-thienyl)Methoxy]-9H-purin-2-aMine

LoMeguatrib(PaTrin-2)

2-Amino-6-[(4-bromo-2-thienyl)methoxy]-9H-purine Lomeguatrib(PaTrin-2)

2-Amino-6-[(4-bromo-2-thienyl)methoxy]-9H-purine Lomeguatrib

Lomeguatrib 2-Amino-6-[(4-bromo-2-thienyl)methoxy]-9H-purine

Lomeguqtrib

Lomeguaritrib

Lomeguatrib, >=98%

CS-1103

PATRIN 2; PATRIN-2

9H-Purin-2-amine, 6-[(4-bromo-2-thienyl)methoxy]-

Lomeguatrib USP/EP/BP

6-((4-Bromothiophen-2-yl)methoxy)-9H-purin-2-amine

AI3 27596

BRN 1861032

BRN1861032

BRN-1861032

192441-08-0

C10H8BrN5OS

Inhibitors

Inhibitor of MGMT.

Epigenetics