OTAVA-BB 7070707015

Product Name: OTAVA-BB 7070707015
CAS No.: 934593-90-5
Chemical Name: OTAVA-BB 7070707015
Synonyms: W6;LW8;LW6;CAY10585;LW 6 ，S8441;CAY10585，LW6;LW6(CAY10585);HIF-1α inhibitor;LW6, 10 mM in DMSO;OTAVA-BB 7070707015
CBNumber: CB92452396
Molecular Formula: C26H29NO5
Formula Weight: 435.51
MOL File: 934593-90-5.mol

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OTAVA-BB 7070707015 Property

Boiling point:: 647.4±55.0 °C(Predicted)
Density: 1.295±0.06 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMSO:17.5(Max Conc. mg/mL);40.18(Max Conc. mM)
DMF:25.6(Max Conc. mg/mL);58.8(Max Conc. mM)
pka: 7.59±0.48(Predicted)
form: powder to crystal
color: White to Light yellow to Light orange

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Safety

HS Code: 2924.29.7790

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical

Product number: L0334
Product name: LW 6
Packaging: 25MG
Price: $257
Updated: 2025/07/31

TCI Chemical

Product number: L0334
Product name: LW 6
Packaging: 100MG
Price: $644
Updated: 2025/07/31

Cayman Chemical

Product number: 10012682
Product name: CAY10585
Purity: ≥97%
Packaging: 1mg
Price: $16
Updated: 2024/03/01

Cayman Chemical

Product number: 10012682
Product name: CAY10585
Purity: ≥97%
Packaging: 5mg
Price: $63
Updated: 2024/03/01

Cayman Chemical

Product number: 10012682
Product name: CAY10585
Purity: ≥97%
Packaging: 10mg
Price: $109
Updated: 2024/03/01

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OTAVA-BB 7070707015 Chemical Properties,Usage,Production

Description

Hypoxia-inducible factor-1 (HIF-1) is a heterodimeric transcription factor composed of a HIF-1α subunit and HIF-1β subunit. Whereas the HIF-1β subunit is constitutively expressed, the HIF-1α subunit is regulated by cellular oxygen levels and therefore plays an important role in maintaining cellular oxygen homeostasis. Under normoxic conditions, HIF-1α is selectively hydroxylated on proline residues 402 and 577 and targeted for destruction by the ubiquitin-proteasome system. Under hypoxic conditions, HIF-1α accumulates and dimerizes with HIF-1β to promote the transcription of a number of genes involved in angiogenesis, glycolysis, growth factor signaling, tumor invasion, and metastasis. CAY10585 is a novel small molecule inhibitor of HIF-1α accumulation and gene transcriptional activity. In a gene reporter assay using human Hep3B and AGS cell lines, CAY10585 prevented HIF-1 transcriptional activity with IC₅₀ values of 2.6 and 0.7 μM, respectively. It blocks HIF-1α accumulation in Hep3B cells in a concentration and time-dependent manner, with complete inhibition at a concentration of 30 μM within 12 hours. CAY10585 also significantly suppresses transcription of the HIF-1 target genes VEGF and erythropoietin at 10 μM.

Uses

CAY10585 is a class of hypoxia-inducible factor (HIF-1) responsible for radiation resistance and poor prognosis in cancer therapy.

Synthesis

52804-26-9

536-25-4

934593-90-5

Synthesis of methyl 3-[2-(4-adamantane-1-yl-phenoxy)-acetamido]-4-hydroxy-benzoate (Cas: 934593-90-5) from 2-(4-(1-adamantane)phenoxy)acetic acid (143.2 mg, 0.5 mmol) and methyl 3-amino-4-hydroxybenzoate (125.4 mg, 0.75 mmol) The general procedure was as follows: first, 2-(4-(1-adamantyl)phenoxy)acetic acid was dissolved in 5 mL of THF, oxalyl chloride (178.5 mg, 0.11 mL, 1.5 mmol) and a catalytic amount of DMF were added. the reaction mixture was stirred at room temperature for 1 h. The reaction mixture was then stirred at room temperature for 1 h. The reaction mixture was then stirred at room temperature for 1 h. The reaction mixture was then stirred at room temperature for 1 h. The reaction mixture was then stirred at room temperature for 1 h. Subsequently, methyl 3-amino-4-hydroxybenzoate and pyridine (0.05 mL) were added and the reaction continued at room temperature. Upon completion of the reaction, extraction was carried out with ethyl acetate and NaCl solution and the organic layer was dried and concentrated with anhydrous MgSO4. The residue was purified by silica gel column chromatography (n-hexane:EtOAc:MeOH = 6:3:1) to afford the target compound (183.2 mg, yield: 84.1%) as a white solid.1H-NMR (DMSO-d6, 300 MHz) δ: 11.10 (1H,s, OH), 9.24 (1H,s, NH), 8.69 (1H, m aromatic-H), 7.60-7.64 (1H, m, aromatic-H), 7.30 (2H, d, J = 8.4 Hz, aromatic-H), 6.94-6.99 (3H, m, aromatic-H), 4.74 (2H, s, CH2), 3.79 (3H, s, CH3), 2.04 (3H, m, adamantane-H), 1.83 (6H, m adamantane-H), 1.72 (6H, m, adamantane-H).

in vivo

LW6 (intraperitoneal injection; 10-20 mg/kg; 13 days) demonstrates strong anti-tumor efficacy in vivo and causes a decrease in HIF-1α expression in frozen-tissue immunohistochemical staining in mice carrying xenografts of human colon cancer HCT116 cells^[2].

storage

Store at -20°C

References

[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1675 - 1684
[2] Patent: US2013/237542, 2013, A1. Location in patent: Paragraph 0216; 0217; 0218
[3] Patent: US2009/306078, 2009, A1. Location in patent: Page/Page column 26
[4] Journal of Organometallic Chemistry, 2013, vol. 747, p. 189 - 194
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 22, p. 9522 - 9538

OTAVA-BB 7070707015 Preparation Products And Raw materials

Raw materials

Preparation Products

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OTAVA-BB 7070707015 Suppliers

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View Lastest Price from OTAVA-BB 7070707015 manufacturers

Career Henan Chemical Co

Product: OTAVA-BB 7070707015 934593-90-5
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 20kg
Release date: 2019-12-23

934593-90-5, OTAVA-BB 7070707015Related Search:

METHYL 3-FORMYL-4-HYDROXYBENZOATE methyl 3-ethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxylate 3-Cyano-2-methylBenzoic acid methyl ester 2-Pyridinecarboxylic acid, 3-(bromomethyl)-4-(difluoromethyl)-, methyl ester METHYL 3-NITRO-1H-INDOLE-2-CARBOXYLATE methyl 3-ethynyl-2-(1H-indol-6-yl)benzoate METHYL 3,5-DIBROMO-4-HYDROXYBENZOATE methyl 3-bromo-4-(hexyloxy)benzoate Propanoic acid, 3-(3-bromophenoxy)-, methyl ester methyl 3-(((tert-butoxycarbonyl)(methyl)amino)methyl)-1-methyl-1H-pyrazole-5-carboxylate Methyl 3-fluoro-6-oxo-1,6-dihydropyridine-2-carboxylate Methyl 2-hydroxy-4-phenylbenzoate Methyl3-(4-(dibromomethyl)phenyl)acrylate

OTAVA-BB 7070707015

CAY10585

HIF-1α inhibitor

LW6

LW8

CAY 10585;CAY-10585;CAY10585;LW6

4-Hydroxy-3-[[2-(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)acetyl]aMino]-benzoic Acid Methyl Ester

Hypoxia inducible factor-1α inhibitor

LW 6 (This product is unavailable in the U.S.)

methyl 3-(2-(4-((1r,3r,5r,7r)-adamantan-2-yl)phenoxy)acetamido)-4-hydroxybenzoate

W6

Benzoic acid, 4-hydroxy-3-[[2-(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)acetyl]amino]-, methyl ester

3-[[[4-(Adamantan-1-yl)phenoxy]acetyl]amino]-4-hydroxybenzoic Acid Methyl Ester

Methyl 3-[[[4-(adamantan-1-yl)phenoxy]acetyl]amino]-4-hydroxybenzoate

methyl 3-(2-(4-(adamantan-1-yl)phenoxy)acetamido)-4-hydroxybenzoate

CAY10585，LW6

LW 6,Apoptosis,LW-8,Hypoxia-inducible factors,inhibit,HIF-PH,HIF/HIF Prolyl-Hydroxylase,LW6,LW-6,HIFs,Inhibitor,LW 8

LW6(CAY10585)

CAY10585, HIF-1alpha inhibitor

LW6, 10 mM in DMSO

Hypoxia inducible factor-1α inhibitor

LW6 (Synonyms: HIF-1α inhibitor

LW 6 ，S8441

methyl 3-[[2-[4-(1-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate

LW 6 (This product is unavailable in the U.S.),97%

934593-90-5

Aromatics, Inhibitors