ChemicalBook > CAS DataBase List > 7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE

7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE

Product Name
7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE
CAS No.
105544-36-3
Chemical Name
7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE
Synonyms
7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2-ONE;7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE;:1H-Pyrido[2,3-b][1,4]oxazin-2(3H)-one,7-broMo;7-broMo-1H,2H,3H-pyrido[2,3-b][1,4]oxazin-2-one;6-bromo-1,2-dihydropyrido[2,3-b][1,4]oxazin-3-one;7-Bromo-1H-pyrrolo [2,3-B] [1,4] oxazine-2 (3H) - one
CBNumber
CB4839961
Molecular Formula
C7H5BrN2O2
Formula Weight
229.03
MOL File
105544-36-3.mol
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7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE Property

Melting point:
247-251 °C(Solv: ethanol (64-17-5))
Boiling point:
398.8±42.0 °C(Predicted)
Density 
1.772±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
10.67±0.20(Predicted)
form 
solid
Appearance
Light yellow to brown Solid
InChI
InChI=1S/C7H5BrN2O2/c8-4-1-5-7(9-2-4)12-3-6(11)10-5/h1-2H,3H2,(H,10,11)
InChIKey
UTPFXZJAASMEDW-UHFFFAOYSA-N
SMILES
O1CC(=O)NC2=CC(Br)=CN=C12
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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
ADE001263
Product name
7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one
Purity
Aldrich
Packaging
1g
Price
$817
Updated
2025/07/31
TRC
Product number
B155450
Product name
7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one
Packaging
50mg
Price
$90
Updated
2021/12/16
AK Scientific
Product number
X8763
Product name
7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one
Packaging
100mg
Price
$115
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154346
Product name
7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one
Packaging
250mg
Price
$125
Updated
2021/12/16
ChemScene
Product number
CS-W019103
Product name
7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one
Packaging
250mg
Price
$57
Updated
2021/12/16
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7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE Chemical Properties,Usage,Production

Uses

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one is an important chemical reagent that can be used to prepare heteroaryl compounds. The synthetic product can effectively inhibit necrosis and thus finds application in the treatment of diseases and conditions related to the necrosis pathway, including, for example, inflammation, tumors, metabolic diseases, and neurodegenerative diseases such as cerebral ischemia and stroke.

Synthesis

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one is prepared by reacting 6-bromo-1H-pyrrolo[3,2-b]pyridine with pyridine and cyclohexyl carbonochloridate in anhydrous THF solution. The specific reaction process is as follows: To a solution of 6-bromo-1H-pyrrolo[3,2-b]pyridine (97 mg, 0.5 mmol) in anhydrous THF (5 mL) was added slowly pyridine (120 mg, 1.5 mmol) followed by cyclohexyl carbonochloridate (162 mg, 1 mmol) in THF (2 mL). The mixture was stirred at room temperature for 3 h. The reaction was quenched by the addition of saturated NaCl solution (20 mL). The aqueous phase was extracted with EtOAc (3×) and the combined organic layers were combined, dried and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 5/1) to give 7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one as a colorless oily liquid (120 mg, 75%).1H NMR (400 MHz, DMSO-d6) d 8.58 (s, 2H), 7.84 (d, J = 2.4 Hz, 1H), 8.77 (d, J = 3.6 Hz, 1H), 5.13-5.00 (m, 1H), 2.13-1.97 (m, 2H), 1.91-1.75 (m, 2H), 1.72- 1.33 (m, 6H).

References

[1] Patent: US2007/191603, 2007, A1. Location in patent: Page/Page column 37
[2] Zeitschrift fuer Chemie (Stuttgart, Germany), 1986, vol. 26, # 3, p. 99
[3] Patent: WO2007/77961, 2007, A2. Location in patent: Page/Page column 358
[4] Synthetic Communications, 2013, vol. 43, # 24, p. 3315 - 3321

7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE Suppliers

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View Lastest Price from 7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE 105544-36-3
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-02
Career Henan Chemical Co
Product
7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2(3H)-ONE 105544-36-3
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08