4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid

Product Name: 4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid
CAS No.: 6501-72-0
Chemical Name: 4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid
Synonyms: GIT 27;CS-1488;VGX-127;VGX-1027;VGX-1027, >=98%;VGX-1027(GIT 27);VGX-1027, 6501-72-0;VGX-1027, 10 mM in DMSO;VGX-1027 (Git-27), TLR4 inhibitior;3-Phenyl-2-isoxazoline-5-acetic acid
CBNumber: CB52518933
Molecular Formula: C11H11NO3
Formula Weight: 205.21
MOL File: 6501-72-0.mol

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4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid Property

Melting point:: 157-158℃
storage temp.: Sealed in dry,2-8°C
solubility: Soluble in DMSO (up to 30 mg/ml).
form: solid
color: White
Stability:: Stable for 2 years 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: 22-43
Safety Statements: 36/37
HS Code: 2934.99.4400

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P285In case of inadequate ventilation wear respiratory protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P330Rinse mouth.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical

Product number: V0160
Product name: VGX-1027
Packaging: 10MG
Price: $89
Updated: 2026/03/19

TCI Chemical

Product number: V0160
Product name: VGX-1027
Packaging: 50MG
Price: $266
Updated: 2026/03/19

Cayman Chemical

Product number: 16293
Product name: GIT 27
Purity: ≥98%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 16293
Product name: GIT 27
Purity: ≥98%
Packaging: 10mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 16293
Product name: GIT 27
Purity: ≥98%
Packaging: 25mg
Price: $239
Updated: 2024/03/01

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4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid Chemical Properties,Usage,Production

Description

VGX-1027 (6501-72-0) is an immunomodulator that inhibits secretion of IL-1β, TNF-α, and IL-10 from murine macrophages stimulated with LPS and spares T cell function.1Ameliorates the course of acute and chronic immunoinflammatory conditions such as carrageenan-induced pleurisy, LPS-induced lethality, and type II collagen-induced arthritis in mouse models.1Prevents spontaneous and accelerated forms of autoimmune diabetes in a NOD mouse model.2Modulates genes involved in LPS-induced Toll-like receptor 4 activation in a mouse Lupus model.3Displays protective effects in particulate matter-induced acute lung injury by blocking TLR4 signaling.4

Uses

2-(3-Phenyl-4,5-dihydroisoxazol-5-yl)acetic Acid reduces the secretion of IL-1β, TNF-α and IL-10 from purified murine macrophages but not of T cells; and reduces the activation of NF-κB and p38 MAP kinase pathways along with up-regulation of ERK pathways. 2-(3-Phenyl-4,5-dihydroisoxazol-5-yl)acetic Acid inhibits proliferation of enterobacterial antigen-reactive CD4+CD25- T cells in vitro .

in vivo

VGX-1027 (10, 20 mg/kg of i.p. for 12 day or 100 mg/kg of p.o. for 11 day) successfully counteractes the development of destructive insulitis and hyperglycemia^[1].
VGX-1027 (25mg/kg; ip; single dose) counteracts the uveitis-inducing effect of LPS in eight-week-old male Lewis rats (180-220g)^[3].

Animal Model:	Adult male mice, at 6 to 8 weeks of age with 25 to 30 g^[1]
Dosage:	10, 20 mg/kg for i.p. or 100 mg/kg for p.o.
Administration:	IP daily for 12 consecutive day or PO daily for 11 consecutive day
Result:	Successfully counteracted the development of destructive insulitis and hyperglycemia to the mice made diabetic with multiple low doses of Streptozotocin.

IC 50

IL-1β; IL-10

storage

Store at +4°C

References

[1] IVANA STOJANOVIC . In vitro, ex vivo and in vivo immunopharmacological activities of the isoxazoline compound VGX-1027: Modulation of cytokine synthesis and prevention of both organ-specific and systemic autoimmune diseases in murine models[J]. Clinical immunology, 2007, 123 3: Pages 311-323. DOI:10.1016/j.clim.2007.03.004
[2] STANISLAVA STOSIC-GRUJICIC. A potent immunomodulatory compound, (S,R)-3-Phenyl-4,5-dihydro-5-isoxazole acetic acid, prevents spontaneous and accelerated forms of autoimmune diabetes in NOD mice and inhibits the immunoinflammatory diabetes induced by multiple low doses of streptozotocin in CBA/H mice.[J]. Journal of Pharmacology and Experimental Therapeutics, 2007, 320 3: 1038-1049. DOI:10.1124/jpet.106.109272
[3] PAOLO FAGONE. VGX-1027 modulates genes involved in lipopolysaccharide-induced Toll-like receptor 4 activation and in a murine model of systemic lupus erythematosus[J]. Immunology, 2014, 142 4: 594-602. DOI:10.1111/imm.12267
[4] MENGMENG XU . Protective effects of VGX-1027 in PM2.5-induced airway inflammation and bronchial hyperresponsiveness[J]. European journal of pharmacology, 2019, 842: Pages 373-383. DOI:10.1016/j.ejphar.2018.11.010

4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid Preparation Products And Raw materials

Raw materials

Preparation Products

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4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid Suppliers

China 92 India 2 Japan 1 United Kingdom 1 United States 16 Global 112

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6501-72-0, 4,5-Dihydro-3-phenyl-5-isoxazoleaceticacidRelated Search:

EPA Zafirlukast SR 1001 (E)-3-[[[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-[[(3-DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]-PROPANOIC ACID, SODIUM SALT

CS-1488

VGX-1027(GIT 27)

GIT27; GIT27; GIT-27; VGX1027; VGX 1027

2-(3-phenyl-4,5-dihydro-1,2-oxazol-5-yl)acetic acid

4,5-Dihydro-3-phenyl-5-isoxazoleaceticacid

GIT 27

VGX-1027

2-(3-PHENYL-4,5-DIHYDROISOXAZOL-5-YL)ACETIC ACID

3-Phenyl-2-isoxazoline-5-acetic acid

VGX 1027 3-Phenyl-2-isoxazoline-5-acetic acid

(S,R)-3-Phenyl-4,5-dihydro-5-isoxasole acetic acid

2-Isoxazoline-5-acetic acid, 3-phenyl-

5-Isoxazoleacetic acid, 4,5-dihydro-3-phenyl-

VGX-1027, >=98%

VGX-127

VGX-1027, 6501-72-0

(3-Phenyl-4,5-dihydro-1,2-oxazol-5-yl)acetic acid

VGX-1027,Tumor Necrosis Factor Receptor,inhibit,Interleukin Related,GIT27,GIT-27,Inhibitor,TNF Receptor,TNFR

VGX-1027 (Git-27), TLR4 inhibitior

VGX-1027, 10 mM in DMSO

6501-72-0

Inhibitors