4-Bromo-1H-indazole Struktur

4-Bromo-1H-indazole

Bezeichnung:4-Bromo-1H-indazole

CAS-Nr186407-74-9

Englisch Name:4-Bromo-1H-indazole

CBNumberCB4442606

SummenformelC7H5BrN2

Molgewicht197.03

MOL-Datei186407-74-9.mol

4-Bromo-1H-indazole physikalisch-chemischer Eigenschaften

Schmelzpunkt	165-167°
Siedepunkt	333.8±15.0 °C(Predicted)
Dichte	1.770±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	soluble in Ethanol
Aggregatzustand	Solid
pka	12.78±0.40(Predicted)
Farbe	Off-white
InChI	InChI=1S/C7H5BrN2/c8-6-2-1-3-7-5(6)4-9-10-7/h1-4H,(H,9,10)
InChIKey	KJIODOACRIRBPB-UHFFFAOYSA-N
SMILES	N1C2=C(C(Br)=CC=C2)C=N1
CAS Datenbank	186407-74-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,T
R-Sätze:	25-36/37/38
S-Sätze:	26-45
RIDADR	2811
WGK Germany	3
HazardClass	6.1
HazardClass	IRRITANT
PackingGroup	Ⅲ
HS Code	2933998090

Gefahreninformationscode (GHS)

4-Bromo-1H-indazole Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
4-Bromo-1H-indazole is a derivative indazole which has a heterocyclic structure made up of benzene and pyrazole rings. Indazoles are an important class of heterocyclic compounds with a wide range of application as biologic and pharmaceutic agents. Indazole derivatives have a wide range of biological activities. For instance, indazole derivatives show vasorelaxant and anti-aggregator activities by stimulating NO release and increasing cGMP levels. Recent medical research and development studies resulted in the production of indazole derivatives for the treatment of osteoporosis, inflammatory diseases and neurodegenerative disorders. 4-bromo-1H indazole molecule is a much stronger inhibitor of 6-bromo-1H indazole and 7-bromo-1H indazole. 4-Bromo-1H-indazole may be strong inhibitor candidate for LPO and that caution should be exercised when using medicines containing indazole derivatives[1].
Chemische Eigenschaften
brown powder
Synthese
To N-Acetyl-4-bromo-1H-indazole (1.6 g, 6.69 mmol) was added methanol (25.9 mL) and then 6 N HCl (15.6 mL). The resulting solution was stirred at room temperature until the reaction was completed after 7 h (monitored by TLC, petroleum ether/ethyl acetate 2:1). After evaporation of methanol in vacuo, the residue was extracted with ethyl acetate (50 mL*3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The crude was purified by flash chromatography (petroleum ether/ethyl acetate, 5:1) to yield 4-bromo-1H-indazole (0.8 g) as milky white solid, mp 164–166°C, yield 67.1%[2].
Einzelnachweise
[1] Koksal Z, et al. Lactoperoxidase, an antimicrobial enzyme, is inhibited by some indazoles. Drug and Chemical Toxicology, 2018; 43: 22-26.
[2] Wang Y, et al. Synthesis and Antibacterial Activity of Novel 4-Bromo-1H-Indazole Derivatives as FtsZ Inhibitors. Archiv der Pharmazie, 2015; 348: 266-274.

4-Bromo-1H-indazole Upstream-Materialien And Downstream Produkte

4-Bromo-1H-indazole Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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