ChemicalBook > CAS DataBase List > Isoquinoline, 5-iodo- (9CI)

Isoquinoline, 5-iodo- (9CI)

Product Name: Isoquinoline, 5-iodo- (9CI)
CAS No.: 58142-99-7
Chemical Name: Isoquinoline, 5-iodo- (9CI)
Synonyms: Isoquinoline, 5-iodo-;DSRM-3716, 10 mM in DMSO;Isoquinoline, 5-iodo- (9CI);DSRM-3716 (Synonyms: 5-Iodoisoquinoline);DSRM3716,SARM1,DSRM-3716,NADase,neurodegenerative,cADPR,Inhibitor,5-Iodoisoquinoline,DSRM 3716,axon,inhibit
CBNumber: CB31053800
Molecular Formula: C9H6IN
Formula Weight: 255.06
MOL File: 58142-99-7.mol

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Isoquinoline, 5-iodo- (9CI) Property

Boiling point:: 336.8±15.0 °C(Predicted)
Density: 1.837±0.06 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
solubility: Ethanol:25.51(Max Conc. mg/mL);100.0(Max Conc. mM)
DMSO:25.51(Max Conc. mg/mL);100.0(Max Conc. mM)
form: solid
pka: 4.48±0.13(Predicted)
color: Yellow to brown

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Safety

HS Code: 2933491090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3623
Product name: DSRM-3716
Purity: ≥98% (HPLC)
Packaging: 25 mg
Price: $77.14
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3623
Product name: DSRM-3716
Purity: ≥98% (HPLC)
Packaging: 100 mg
Price: $328
Updated: 2025/07/31

AK Scientific

Product number: Y5477
Product name: 5-Iodoisoquinoline
Packaging: 250mg
Price: $49
Updated: 2021/12/16

ChemScene

Product number: CS-0041401
Product name: 5-Iodoisoquinoline
Purity: >97.0%
Packaging: 1g
Price: $93
Updated: 2021/12/16

Apolloscientific

Product number: OR918696
Product name: 5-Iodoisoquinoline
Purity: >98%
Packaging: 1g
Price: $204
Updated: 2021/12/16

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Isoquinoline, 5-iodo- (9CI) Chemical Properties,Usage,Production

Uses

DSRM-3716 (5-Iodoisoquinoline) is a potent and selective SARM1 NADase inhibitor with an IC50 of 75 nM. DSRM-3716 is selective against other NAD+-processing enzymes, receptors, and transporters. DSRM-3716 provides robust axon protection[1].

Biological Activity

DSRM-3716 is a potent and selective SARM1 NADase inhibitor (NAD+ hydrolysis IC50 = 75 nM using recombinant SARM1 SAM-TIR construct) th at recapitulates the SARM1-/- phenotype and protects axons from degeneration induced by axotomy (EC50 = 2.1/1.9 μM by fragmentation/NfL release using mouse DRG neurons; 81/88% protection by 1/3 μM DSRM-3716 using human iPSC-derived motor neurons) or mitochondrial dysfunction (3-30 μM DSRM-3716 against 25 μM rotenone-induced injury; mouse DRG neurons). Mechanistically, DSRM-3716 undergoes base exchange with the nicotinamide (NAM) moiety of nicotinamide adenine dinucleotide (NAD+) to yield the bona fide inhibitor 1AD.

Synthesis

1125-60-6

58142-99-7

Step A - Preparation of Intermediate 58-1: To a hydrochloric acid/water (40 mL/40 mL) solution of 5-aminoisoquinoline (14 g, 97.2 mmol) was added sodium nitrite (8 g, 116 mmol) in batches at 0 °C. The reaction mixture was stirred at 0 °C for 1 h. Potassium iodide (32 g, 194 mmol) was then added slowly and the mixture was refluxed overnight. Upon completion of the reaction, the mixture was cooled to room temperature, poured into ammonia (40 mL) and extracted with dichloromethane (50 mL x 3). The organic layers were combined, washed with brine (40 mL), dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography (eluent: ethyl acetate/petroleum ether=1:10) to give Intermediate 58-1 (6.5 g). Mass spectrum (ESI): m/z (M+H)+ 256.

storage

Store at -20°C

References

[1] Robert O Hughes, et al. Small Molecule SARM1 Inhibitors Recapitulate the SARM1 -/- Phenotype and Allow Recovery of a Metastable Pool of Axons Fated to Degenerate. Cell Rep. 2021 Jan 5;34(1):108588. DOI:10.1016/j.celrep.2020.108588

Isoquinoline, 5-iodo- (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Isoquinoline, 5-iodo- (9CI) manufacturers

Career Henan Chemica Co

Product: Isoquinoline, 5-iodo- (9CI) 58142-99-7
Price: US $0.01/KG
Min. Order: 1KG
Purity: 95%-99%
Supply Ability: 1kg; 5kg; 10kg
Release date: 2020-10-27

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Isoquinoline, 5-iodo- (9CI)

Isoquinoline, 5-iodo-

DSRM-3716 (Synonyms: 5-Iodoisoquinoline)

DSRM3716,SARM1,DSRM-3716,NADase,neurodegenerative,cADPR,Inhibitor,5-Iodoisoquinoline,DSRM 3716,axon,inhibit

DSRM-3716, 10 mM in DMSO

58142-99-7

ISOQUINOLINE