ChemicalBook > CAS DataBase List > 5-CHLOROISOQUINOLINE

5-CHLOROISOQUINOLINE

Product Name: 5-CHLOROISOQUINOLINE
CAS No.: 5430-45-5
Chemical Name: 5-CHLOROISOQUINOLINE
Synonyms: NSC 13799;5-CHLORISOQUINOLIN;5-Chloroisoquinolin;5-CHLOROISOQUINOLINE;isoquinoline, 5-chloro;5-CHLOROISOQUINOLINE ISO 9001：2015 REACH
CBNumber: CB1444694
Molecular Formula: C9H6ClN
Formula Weight: 163.6
MOL File: 5430-45-5.mol

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5-CHLOROISOQUINOLINE Property

Melting point:: 69-73 °C
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Solid
color: White
CAS DataBase Reference: 5430-45-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 22-41
Safety Statements: 26-39
RIDADR: UN 2811
WGK Germany: 3
HazardClass: 6.1
PackingGroup: Ⅲ
HS Code: 2933499090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 718238
Product name: 5-Chloroisoquinoline
Purity: 97%
Packaging: 1g
Price: $173
Updated: 2023/06/20

TRC

Product number: C367400
Product name: 5-Chloroisoquinoline
Packaging: 100mg
Price: $50
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC20242
Product name: 5-Chloroisoquinoline
Packaging: 500mg
Price: $80
Updated: 2021/12/16

SynQuest Laboratories

Product number: 3H32-5-5Q
Product name: 5-Chloroisoquinoline
Purity: 95%
Packaging: 1g
Price: $87
Updated: 2021/12/16

AK Scientific

Product number: W6855
Product name: 5-Chloroisoquinoline
Packaging: 1g
Price: $117
Updated: 2021/12/16

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5-CHLOROISOQUINOLINE Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

5-Chloroisoquinoline (compound 42) is an inhibitor of SARM1 (Sterile alpha and toll/interleukin receptor (TIR) motif containing protein 1), an enzyme involved in axon degeneration that catalyzes multiple activities through a ternary complex mechanism. 5-Chloroisoquinoline can be used in the study of neurodegenerative diseases or axon degeneration[1].

Synthesis

119-65-3

5430-45-5

73075-59-9

Isoquinoline (1; 12.9 g, 0.1 mol, 1.0 equiv) was slowly added to concentrated H2SO4 (100 mL) pre-cooled to 0 °C under mechanical stirring. Under vigorous stirring, TCCA (12.8 g, 55 mmol, 1.65 eq.) was added in 4 batches while the reaction temperature was controlled not to exceed 10 °C. The reaction was carried out at 10 °C for a period of 2 hours. After the reaction mixture was stirred continuously at 10 °C for 24 h, the reaction progress was monitored by GC-MS. Subsequently, the reaction mixture was poured into crushed ice (~200 g) and the precipitate was collected by filtration. The pH of the filtrate was adjusted to 2 with concentrated ammonia solution, cooled sufficiently and filtered again. The filtrate was extracted with toluene (6 x 75 mL) to remove the by-product 5,8-dichloroisoquinoline (16). The aqueous phase was further alkalized with concentrated ammonia to pH 6, at which point the precipitate precipitated was filtered, washed with water and dried at room temperature. The final product was purified by recrystallization from methylcyclohexane in 15% yield. 5-Chloroisoquinoline was obtained as 7.60 g (45% yield), melting point 70-72 °C. IR (ATR): 1580, 1489, 1371, 1267, 1204, 1140, 1065, 984, 822, 750, 687, 628, 536 cm?1. 1H NMR (400 MHz, CDCl3): δ= 9.27 (s, 1H), 8.64 (1H). 1H), 8.64 (d, J = 6.0 Hz, 1H), 8.02 (d, J = 6.0 Hz, 1H), 7.90 (d, J = 8.2 Hz, 1H), 7.77 (d, J = 7.5 Hz, 1H), 7.53 (t, J = 7.8 Hz, 1H).13C NMR (100 MHz, CDCl3): δ= 152.4, 143.9, 133.9, 133.5, 133.5 cm?1. 1H NMR (400 MHz, CDCl3): δ= 152.4, 143.9, 143.9, 133.5 cm? 143.9, 133.7, 131.0, 130.3, 129.4, 127.3, 126.7, 116.9.

References

[1] Inhibitors of SARM1. World Intellectual Property Organization, WO2019236879 A1 2019-12-12.

5-CHLOROISOQUINOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5430-45-5, 5-CHLOROISOQUINOLINERelated Search:

1-Chloroisoquinoline-7-carbaldehyde 5-CHLOROISOQUINOLINE 3-Chloroisoquinoline 98%,3-Chloroisoquinoline Isoquinoline, 1,3,7-trichloro- 8-Chloroisoquinoline,8-Chloroisoquinoline 95% 6-Bromo-1-chloroisoquinoline 1,3-Dichloroisoquinoline 1-Chloroisoquinoline, 97+%,1-CHLOROISOQUINOLINE,chloroisoquinoline,1-CHLOROISOQUINOLINE, 98.0+%(GC) 5-Amino-1-chloroisoquinoline,5-Amino-1-chloroisoquinoline 98% 7-Bromo-1,3-dichloroisoquinoline 1,3-Dichloro-7-methylisoquinoline 7,8-Dichloroisoquinoline 1-Chloroisoquinoline-5-sulfonyl Chloride 7-BROMO-1-CHLOROISOQUINOLINE 4-CHLOROISOQUINOLINE 5-Amino-3-chloroisoquinoline 1-chloroisoquinoline-5-carboxylic acid hydrochloride 6-Bromo-1,3-dichloroisoquinoline

isoquinoline, 5-chloro

5-CHLORISOQUINOLIN

5-Chloroisoquinolin

NSC 13799

5-CHLOROISOQUINOLINE

5-CHLOROISOQUINOLINE ISO 9001：2015 REACH

5430-45-5

Aromatics

Heterocycles