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ChemicalBook--->CAS DataBase List--->27655-40-9

27655-40-9

27655-40-9 Structure

27655-40-9 Structure
IdentificationMore
[Name]

5-Isoquinolinesulfonic acid
[CAS]

27655-40-9
[Synonyms]

5-ISOQUINOLINESULFONIC ACID
5-ISOQUINOLINESULFONIC ACID MONOHYDRATE
5-ISOQUINOLINESULPHONIC ACID
5-SULFOISOQUINOLINE
ISOQUINOLINE-5-SULFONIC ACID
ISOQUINOLINE-5-SULFONIC ACID FOR SINTESIS
ISOQUINOLINE-5-SULPHONIC ACID
Isoquinoline-5-SulphonicAcid99%
Isoquinoline-5-Sulphonic Acid 99%
Isoquinoline-5-sulfonic
5-ISOQUINOLINESULFONIC ACID 98+%
5-Isoquinolinesulfonic acid ,95%
Isoquinolinesulfonic acid
[EINECS(EC#)]

678-548-0
[Molecular Formula]

C9H7NO3S
[MDL Number]

MFCD03428073
[Molecular Weight]

209.22
[MOL File]

27655-40-9.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

>300 °C (lit.)
[density ]

1.4048 (rough estimate)
[refractive index ]

1.5364 (estimate)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

-0.98±0.40(Predicted)
[color ]

White to Almost white
[Detection Methods]

HPLC,NMR
[InChI]

InChI=1S/C9H7NO3S/c11-14(12,13)9-3-1-2-7-6-10-5-4-8(7)9/h1-6H,(H,11,12,13)
[InChIKey]

YFMJTLUPSMCTOQ-UHFFFAOYSA-N
[SMILES]

C1C2=C(C(S(O)(=O)=O)=CC=C2)C=CN=1
[CAS DataBase Reference]

27655-40-9(CAS DataBase Reference)
[EPA Substance Registry System]

27655-40-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T,C
[Risk Statements ]

R49:May cause cancer by inhalation.
R23:Toxic by inhalation.
R34:Causes burns.
R24:Toxic in contact with skin.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2585 8/PG 3
[WGK Germany ]

1
[Hazard Note ]

Toxic
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29334900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Sulfuric acid-->FUMING SULFURIC ACID-->Isoquinoline-->Isoquinoline-5-sulphonyl chloride hydrochloride-->N,N-Dimethylformamide-->Water-->Thionyl chloride
[Preparation Products]

Fasudil hydrochloride
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5-Isoquinolinesulfonic acid(27655-40-9).msds
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Uses]

5-Isoquinolinesulfonic acid was used in the synthesis of conjugates of oligoarginine peptides.
[Synthesis]

Isoquinoline-5-sulphonyl chloride hydrochloride

105627-79-0

5-Isoquinolinesulfonic acid

27655-40-9

The general procedure for the synthesis of 5-isoquinolinesulfonic acid from isoquinoline-5-sulfonyl chloride hydrochloride was as follows: the synthesis of compound 3i was carried out according to the method reported in the literature [56,57]. The procedure was as follows: 5-isoquinolinesulfonic acid (2.10 g, 10 mmol), 25 mL of thionyl chloride, and 1 mL of dimethylformamide were added to a 100 mL round-bottomed flask, and the mixture was refluxed for 1 hour. Upon completion of the reaction, the remaining thionyl chloride was removed by rotary evaporation, and the residue was suspended in dichloromethane, filtered, and washed with dichloromethane (2 x 25 mL). The precipitate was collected and dried under vacuum to give the crude isoquinoline-5-sulfinyl chloride hydrochloride in 85% yield (2.25 g). Next, isoquinoline-5-sulfonyl chloride hydrochloride (2.0 g, 7.6 mmol) and 20 mL of ice-cold deionized water were added to another 100 mL round bottom flask. The mixture was slowly added to an equimolar amount of sodium bicarbonate (0.64 g) and the resulting solution was extracted twice with dichloromethane (2 x 20 mL). The organic layers were combined, dried with anhydrous sodium sulfate, and then added dropwise to 25 mL of dichloromethane solution containing ethylenediamine (1.37 g, 22.8 mmol) at 0°C. The reaction was continued with stirring at room temperature for 1 h. The reaction was subsequently washed with deionized water to remove excess ethylenediamine and finally the solvent was evaporated. The residue was recrystallized from ethanol to give pure compound 3i in 55% yield.

[References]

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 18, p. 5694 - 5706
Spectrum DetailBack Directory
[Spectrum Detail]

5-Isoquinolinesulfonic acid(27655-40-9)MS
5-Isoquinolinesulfonic acid(27655-40-9)1HNMR
5-Isoquinolinesulfonic acid(27655-40-9)IR1
5-Isoquinolinesulfonic acid(27655-40-9)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Isoquinolinesulfonic acid, 95%(27655-40-9)
[Sigma Aldrich]

27655-40-9(sigmaaldrich)
[TCI AMERICA]

Isoquinoline-5-sulfonic Acid,>96.0%(T)(27655-40-9)
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