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ChemicalBook >> CAS DataBase List >>2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE

CAS No.
64874-38-0
Chemical Name:
2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
Synonyms
6-BROMO-1,8-NAPHTHYRIDIN-2-AMINE;2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE;1,8-Naphthyridin-2-amine, 6-bromo-;6-Bromo-1,8-naphthyridin-2-amine, 2-Amino-6-bromo-1,8-diazanaphthalene
CBNumber:
CB12452774
Molecular Formula:
C8H6BrN3
Molecular Weight:
224.06
MDL Number:
MFCD09909648
MOL File:
64874-38-0.mol
MSDS File:
SDS
Last updated:2026-05-27 23:18:03
Product description Number Pack Size Price
2-Amino-6-bromo-1,8-naphthyridine 98% OR41142 100mg $25
2-Amino-6-bromo-1,8-naphthyridine 98% OR41142 250mg $59
2-Amino-6-bromo-1,8-naphthyridine 98% OR41142 1g $75
2-Amino-6-bromo-1,8-naphthyridine 98% OR41142 5g $258
2-Amino-6-bromo-1,8-naphthyridine 072292 250.00mg $52
More product size

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Properties

Melting point 210-212 °C (sublm)
Boiling point 357.2±37.0 °C(Predicted)
Density 1.744±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form solid
pka 4.15±0.30(Predicted)
Appearance Light yellow to orange Solid
InChI 1S/C8H6BrN3/c9-6-3-5-1-2-7(10)12-8(5)11-4-6/h1-4H,(H2,10,11,12)
InChIKey PEDHUXRIIJIMDP-UHFFFAOYSA-N
SMILES Nc1ccc2cc(Br)cnc2n1
UNSPSC Code 12352116
NACRES NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Risk Statements  41
Safety Statements  26-39
WGK Germany  WGK 3
HS Code  2902900000
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific OR41142 2-Amino-6-bromo-1,8-naphthyridine 98% 64874-38-0 100mg $25 2026-06-04 Buy
Apolloscientific OR41142 2-Amino-6-bromo-1,8-naphthyridine 98% 64874-38-0 250mg $59 2026-06-04 Buy
Apolloscientific OR41142 2-Amino-6-bromo-1,8-naphthyridine 98% 64874-38-0 1g $75 2026-06-04 Buy
Apolloscientific OR41142 2-Amino-6-bromo-1,8-naphthyridine 98% 64874-38-0 5g $258 2026-06-04 Buy
Matrix Scientific 072292 2-Amino-6-bromo-1,8-naphthyridine 64874-38-0 250.00mg $52 2026-05-18 Buy
Product number Packaging Price Buy
OR41142 100mg $25 Buy
OR41142 250mg $59 Buy
OR41142 1g $75 Buy
OR41142 5g $258 Buy
072292 250.00mg $52 Buy

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Chemical Properties,Uses,Production

Uses

6-Bromo-1,8-naphthyridin-2-amine is used as a reactant in the preparation of substituted naphthyridines as H-PGDS inhibitors.

Synthesis

2,6-Diaminopyridine

141-86-6

2-Bromomalonaldehyde

2065-75-0

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE

64874-38-0

General procedure for the synthesis of 2-amino-6-bromo-1,8-naphthyridine from 2,6-diaminopyridine and 2-bromomalonaldehyde: 2,6-diaminopyridine (6.0 g, 55 mmol) and 2-bromo-1,3-malonaldehyde (8.0 g, 53 mmol) were dissolved in 85% orthophosphoric acid (160 mL) and heated and refluxed for 6 hours. Upon completion of the reaction, the reaction endpoint was confirmed by thin layer chromatography (TLC) monitoring. After cooling the reaction mixture to room temperature, it was neutralized with ammonia (NH4OH) solution to give a dark brown solid. After filtration and drying of this solid, it was dissolved in methanol (MeOH) with the aid of sonication. Purification by column chromatography afforded the light yellow solid product 2-amino-6-bromo-1,8-naphthyridine (3.85 g, 30.3% yield), which had an Rf value of 0.39 (unfolding reagent ratio CH2Cl2:MeOH = 10:1) and a melting point of 160-162°C (literature value 4: 210-212°C). The 1H NMR (500 MHz, DMSO-d6) data of the product were as follows: δ 7.82 (d, J = 2.6 Hz, 1H), 7.46 (d, J = 2.6 Hz, 1H), 7.04 (d, J = 8.8 Hz, 1H), 6.14 (s, 2H), 5.99 (d, J = 8.8 Hz, 1H).

References

[1] Heterocycles, 2015, vol. 91, # 5, p. 1001 - 1006

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Spectrum

2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE 6-Bromo-1,8-naphthyridin-2-amine, 2-Amino-6-bromo-1,8-diazanaphthalene 6-BROMO-1,8-NAPHTHYRIDIN-2-AMINE 1,8-Naphthyridin-2-amine, 6-bromo- 64874-38-0 Heterocycle-Pyridine series
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