(3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL

Base Information

• Chemical Name: (3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL
• CAS No.: 36884-17-0
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2934999090
• Mol file: 36884-17-0.mol

Synonyms:1,4-Benzoxazine-3-methanol,2,3-dihydro-;[3,4-Dihydro-2H-1,4-benzoxazin-3-yl]methanol;

Chemical Property of (3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL

Chemical Property:

• Boiling Point: 329.808 °C at 760 mmHg
• Flash Point: 153.263 °C
• PSA: 41.49000
• Density: 1.164 g/cm³
• LogP: 0.98980
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3,4-Dihydro-2H-benzo[B][1,4]oxazin-3-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: (3,4-Dihydro-2H-benzo[1,4]oxazin-3-yl)-methanol, also referred to as 2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine, is a benzoxazine derivative with potential biological activity. Studies indicate that certain derivatives of (3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL, such as 6,8-dichloro-2,3-dihydro-3-hydroxymethyl-1,4-benzoxazine, exhibit significant effects in promoting apoptosis in endothelial cells (HUVECs) and inhibiting the proliferation of cancer cells (A549). Conversely, other derivatives, like the 6-amino-substituted variant, may inhibit apoptosis and promote microvessel formation, suggesting potential applications in angiogenesis modulation. These findings highlight its relevance in biomedical research, particularly in cancer and vascular biology.

Technology Process of (3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL

There total 6 articles about (3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHANOL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

2-nitrophenyl glycidyl ether (21407-49-8) → 2,3-dihydro-3-hydroxymethyl-[1,4]benzoxazine (36884-17-0)

Guidance literature:

With palladium 10% on activated carbon; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In ethanol; for 12h; Inert atmosphere; Reflux;

DOI:10.1055/s-0029-1218380

Reference yield: 74.0%

ethyl 1,1a-dihydroazirino[2,1-b]benzo[d]oxazole-1-carboxylate → 2,3-dihydro-3-hydroxymethyl-[1,4]benzoxazine (36884-17-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/chem.201805493

Reference yield: 35.0%

2-amino-phenol (95-55-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2,3-dihydro-3-hydroxymethyl-[1,4]benzoxazine (36884-17-0)

Guidance literature:

With potassium carbonate; at 110 ℃; for 1h; Temperature; Microwave irradiation;

DOI:10.3390/molecules27030632

upstream raw materials:

N-acetyl-2-(2,3-epoxypropoxy)aniline

2-nitrophenyl glycidyl ether

2-hydroxynitrobenzene

2-amino-phenol

Downstream raw materials:

4-(toluene-4-sulfonyl)-3-(toluene-4-sulfonyloxymethyl)-3,4-dihydro-2H-benzo[1,4]oxazine

3-hydroxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine