6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

Product Name: 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
CAS No.: 1637739-82-2
Chemical Name: 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
Synonyms: BQU57;CS-2300;BQU57, >98%;BQU57 >=98% (HPLC);BQU57, 10 mM in DMSO;Ral Activation Inhibitor, BQU57;BQU57,inhibit,BQU-57,Ras,Inhibitor,BQU 57;6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile;Pyrano[2,3-c]pyrazole-5-carbonitrile, 6-amino-1,4-dihydro-1,3-dimethyl-4-[4-(trifluoromethyl)phenyl]-
CBNumber: CB82744625
Molecular Formula: C16H13F3N4O
Formula Weight: 334.3
MOL File: 1637739-82-2.mol

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6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile Property

Boiling point:: 493.4±45.0 °C(Predicted)
Density: 1.43±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: insoluble in H2O; ≥16.55 mg/mL in DMSO; ≥9.2 mg/mL in EtOH
form: solid
pka: 2.92±0.40(Predicted)
color: Light yellow to yellow

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

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.

P271Use only outdoors or in a well-ventilated area.

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

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1268
Product name: BQU57
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $103
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1268
Product name: BQU57
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $404
Updated: 2025/07/31

Cayman Chemical

Product number: 16960
Product name: BQU57
Purity: ≥98%
Packaging: 1mg
Price: $33
Updated: 2024/03/01

Cayman Chemical

Product number: 16960
Product name: BQU57
Purity: ≥98%
Packaging: 5mg
Price: $96
Updated: 2024/03/01

Cayman Chemical

Product number: 16960
Product name: BQU57
Purity: ≥98%
Packaging: 10mg
Price: $160
Updated: 2024/03/01

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6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile Chemical Properties,Usage,Production

Uses

BQU57 ia a novel blocker of Ral function.

Biological Activity

bqu57 is a derivative of rbc8. it show selectivity for ral relative to the gtpases ras and rhoa and inhibit tumour xenograft growth. the binding of bqu57 to ralb–gdp was with a dissociation constant (kd) of 7.760.6 mm by using isothermal titration calorimetry (itc). it was similar to the results from surface plasmon resonance (spr), which had a kd value of 4.761.5 mm 1.rbc8 or bqu57 can effectively inhibited the colony formation in soft agar of the ral-dependent lines h2122 and h358, but not h460 or calu-6. the ic50 value of rbc8 was 3.5 mm in h2122 cells and 3.4 mm in h358 cells; and the ic50 value of bqu57 was 2.0 mm in h2122 cells and 1.3 mm in h358 cells. rbc8 or bqu57 treatment showed no further inhibition of colony formation after ral knockdown 1.rbc8 and bqu57 acted specifically through the gdp-bound form of ral proteins. rbc8 and bqu57 inhibited both ral a and ral b activation in both the h2122 and h358 cell lines by a ral pull-down assay using ralbp1-bound agarose beads 1.the inhibition of ral activity and tumour growth by these compounds were evaluated in human lung cancer xenografts in mice. rbc8 and bqu57 showed good properties in vivo. rbc8 and bqu57 entry into tumour tissue 3 h after dosing, and were detectable in tumour tissue 1. bqu57 (10, 20 and 50mg per kg bodyweight) was intraperitoneal injected into h2122 tumour xenografts, and the activation of ral in tumour extracts was analysed in ralbp1 pull-down assays. both rala and ralb were inhibited by rbc8 and bqu57. but no inhibition of ras or rhoa activity was happened 1.

in vivo

BQU57 (1 mg/kg and 5 mg/kg; ip; once a day; 6 weeks) significantly alleviated lumbar instability-induced disc degeneration in rats, reduced nucleus pulposus cell apoptosis and maintained disc structural integrity^[2].
BQU57 (50 mg/kg; ip; 3 times a week; 21 days) significantly inhibited orthotopic tumor growth and lung metastasis in mice with triple-negative breast cancer (TNBC) and prolonged survival^[3].

Animal Model:	C57BL/6J mice (male, 8-week-old) with lumbar instability-induced intervertebral disc degeneration^[2]
Dosage:	1 mg/kg and 5 mg/kg (dissolved in 0.9% saline)
Administration:	Intraperitoneal injection daily for 6 weeks
Result:	Reduced disc height loss (X-ray analysis) and histological degeneration (Safranin O-Fast Green staining). Decreased apoptosis (TUNEL assay) and downregulated pro-inflammatory markers (MMP-13, NF-κB p65) in nucleus pulposus tissues in Immunohistochemistry assay.

Animal Model:	NSG mice (female, 6-8-week-old) with orthotopic MDA-MB-231 TNBC xenografts^[3]
Dosage:	50 mg/kg (dissolved in DMSO)
Administration:	Intraperitoneal injection 3×/week until tumor resection criteria met (average 21 days)
Result:	Significantly reduced primary tumor growth (average volume: 385 mm3 vs. 720 mm3 in controls) and spontaneous lung metastasis (75% reduction in metastatic area). Decreased RalA/B activation and NF-κB signaling in tumor tissues in WB assay.

Animal Model:	FVB/N mice (female, 6-8-week-old) with MVT1 murine TNBC orthotopic tumors^[3]
Dosage:	50 mg/kg (dissolved in DMSO)
Administration:	Intraperitoneal injection 3×/week for 21 days
Result:	Delayed tumor progression (median survival: 42 days vs. 30 days in controls) and reduced experimental lung metastasis (bioluminescence imaging). Revealed decreased Ki67 proliferation and increased cleaved caspase-3 apoptosis in tumors in Immunohistochemistry assay.

Animal Model:	NSG mice (female, 11-week-old) with TNBC patient-derived xenografts (PDX-TM00096)^[3]
Dosage:	50 mg/kg (dissolved in DMSO)
Administration:	Intraperitoneal injection 3×/week for 24 days
Result:	Significantly inhibited PDX tumor growth (average volume: 220 mm3 vs. 550 mm3 in controls) with minimal toxicity (body weight loss <5%). Reduced RalA/B activation and ECM degradation markers in tumor tissues.

References

1. yan c, liu d, li l et al. discovery and characterization of small molecules that target the gtpase ral. nature. 2014 nov 20;515(7527):443-7.

6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile Suppliers

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View Lastest Price from 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile manufacturers

Career Henan Chemical Co

Product: 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile 1637739-82-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95%~99%
Supply Ability: per week 100kg
Release date: 2019-09-05

1637739-82-2, 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrileRelated Search:

Asciminib CCT 244747 1-[2-CHLORO-6-[[(3-IODOPHENYL)METHYL]AMINO]-9H-PURIN-9-YL]-1-DEOXY-N-METHYL-BETA-D-RIBOFURANURONAMIDE Naquotinib (mesylate) HS-173 BI-9564 BenzaMide, 4-[[2-[3,5-bis(trifluoroMethyl)phenyl]-4,5-bis(4-Methoxyphenyl)-1H-iMidazol-1-yl]Methyl]- 4-Propylphenol Sunitinib Sorafenib tosylate Bosutinib URMC-099 6-amino-4-(2,5-dimethoxyphenyl)-1,4-dihydro-3-(2-naphthalenyl)-pyrano[2,3-c]pyrazole-5-carbonitrile Nutlin-3

BQU57

6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

BQU57, >98%

CS-2300

Pyrano[2,3-c]pyrazole-5-carbonitrile, 6-amino-1,4-dihydro-1,3-dimethyl-4-[4-(trifluoromethyl)phenyl]-

BQU57 >=98% (HPLC)

BQU57,inhibit,BQU-57,Ras,Inhibitor,BQU 57

BQU57, 10 mM in DMSO

Ral Activation Inhibitor, BQU57

1637739-82-2

Inhibitors