ChemicalBook > CAS DataBase List > 7-Chloro-4-piperazinoquinoline

7-Chloro-4-piperazinoquinoline

Product Name: 7-Chloro-4-piperazinoquinoline
CAS No.: 837-52-5
Chemical Name: 7-Chloro-4-piperazinoquinoline
Synonyms: Compound Fr13587;BUTTPARK 50\09-11;TIMTEC-BB SBB007478;Piperaquine Impurity I;Piperaquine Impurity 6;Piperaquine Impurity A;ASINEX-REAG BAS 07566563;7-CHLORO-4-PIPERAZINOQUINOLINE;7-chloro-4-piperazinyl quinoline;7-chloro-2-piperazin-1-ylquinoline
CBNumber: CB4443456
Molecular Formula: C13H14ClN3
Formula Weight: 247.72
MOL File: 837-52-5.mol

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7-Chloro-4-piperazinoquinoline Property

Melting point:: 113-116
Boiling point:: 433.5±35.0 °C(Predicted)
Density: 1.257±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
form: Solid
pka: 8.62±0.50(Predicted)
color: Light Yellow to Yellow
InChI: InChI=1S/C13H14ClN3/c14-10-1-2-11-12(9-10)16-4-3-13(11)17-7-5-15-6-8-17/h1-4,9,15H,5-8H2
InChIKey: DNXNPMDUDGUXOB-UHFFFAOYSA-N
SMILES: N1C2C(=CC=C(Cl)C=2)C(N2CCNCC2)=CC=1

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Safety

Hazard Codes: C,Xi,Xn
Risk Statements: 34-22
Safety Statements: 22-26-36/37/39-45
Hazard Note: Corrosive
HazardClass: IRRITANT
HS Code: 2933499090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

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

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

TRC

Product number: C380330
Product name: 7-Chloro-4-(piperazin-1-yl)quinoline
Packaging: 1g
Price: $520
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC42406
Product name: 7-Chloro-4-piperazinylquinoline
Packaging: 5G
Price: $578
Updated: 2021/12/16

AK Scientific

Product number: W8678
Product name: 7-Chloro-4-piperazinylquinoline
Packaging: 10g
Price: $478
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 44610
Product name: 7-Chloro-4-(piperazin-1-yl)quinoline
Packaging: 250mg
Price: $620
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 44610
Product name: 7-Chloro-4-(piperazin-1-yl)quinoline
Packaging: 2.5g
Price: $1460
Updated: 2021/12/16

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7-Chloro-4-piperazinoquinoline Chemical Properties,Usage,Production

Uses

7-Chloro-4-(piperazin-1-yl)quinoline is a metabolite of Piperaquine phosphate (P480050), a low toxicity and quick acting antimalarial drug that is used to treat malaria.

Synthesis

110-85-0

86-98-6

837-52-5

4,7-Dichloroquinoline (2.00 g, 10.1 mmol), piperazine (4.35 g, 50.5 mmol, 5.0 eq.) and triethylamine (2.81 mL, 20.2 mmol, 2.0 eq.) were added to the reaction vial. The reaction vial was sealed under nitrogen protection and heated to 130 °C. Gradual dissolution of the solid was observed to form a clarified orange-yellow solution. A yellow precipitate appeared during the reaction. The progress of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent: 5% v/v dichloromethane solution of methanol) and the reaction was completed after about 4 hours. The reaction mixture was cooled to room temperature and diluted with dichloromethane (25 mL) and water (25 mL). The organic layer was separated and the aqueous layer was extracted with dichloromethane (3 x 25 mL). The organic phases were combined, washed with brine (50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a yellow solid crude product (2.60 g). The crude product was purified by silica gel column chromatography (eluent: dichloromethane/methanol, 100/0 to 98/2) to afford 7-chloro-4-(1-piperazinyl)quinoline (2.44 g, 9.85 mmol, 98% yield) as a yellow solid. The 1H NMR and 13C NMR data of the product were in agreement with literature reports.1H NMR (300 MHz, CDCl3): δ 8.71 (d, J = 4.9 Hz, 1H), 8.03 (d, J = 2.0 Hz, 1H), 7.95 (d, J = 9.0 Hz, 1H), 7.41 (dd, J = 2.0, 9.0 Hz, 1H), 6.82 (d, J = 2.0, 9.0 Hz, 1H), 7.41 (dd, J = 2.0, 9.0 Hz, 1H). 6.82 (d, J = 5.0 Hz, 1H), 3.17 (br s, 4H), 3.16 (br s, 4H); 13C NMR (75 MHz, CDCl3): δ 157.3, 151.9, 150.1, 134.7, 128.8, 126.0, 125.2, 121.9, 108.9, 53.5, 46.0; ESI-MS: m/z 248.

IC 50

Plasmodium

References

[1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 18, p. 5502 - 5505
[2] Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 3, p. 215 - 220
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 22, p. 4360 - 4364
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 2882 - 2886
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 17, p. 4733 - 4736

7-Chloro-4-piperazinoquinoline Preparation Products And Raw materials

Raw materials

PIPERAZINE HEXAHYDRATE 4,7-Dichloroquinoline

Preparation Products

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837-52-5, 7-Chloro-4-piperazinoquinolineRelated Search:

Quinclorac Ethoxyquin 2-Ethylhexyl ferulate Isoquinoline Clioquinol N-Aminoethylpiperazine Piperazine, phosphate (1:?) Difluorochloromethane Piperaquinoline 3-BROMO-7-CHLORO-4-(PIPERAZIN-1-YL)QUINOLINE KM 11060 7-Chloro-4-piperazinoquinoline AURORA 19855 7-CHLORO-4-[4-(2-CHLOROETHYL)-1-PIPERAZINYL]QUINOLINE 7-CHLORO-4-(4-[(4-CHLORO-3-NITROPHENYL)SULFONYL]PIPERAZINO)QUINOLINE METHYL 4-(N-BOC PIPERAZINE)-5,7-DIFLUORO-QUINOLINE-2-CARBOXYLATE AURORA 19474 7-CHLORO-3-IODO-4-(PIPERAZIN-1-YL)QUINOLINE

Piperaquine Impurity I

Piperaquine Phosphate Impurity Ⅰ: 7-Chloro-4-piperazinoquinoline

7-chloro-2-(1-piperazinyl)quinoline

7-chloro-2-piperazin-1-ylquinoline

7-chloro-2-piperazin-1-yl-quinoline

7-CHLORO-4-PIPERAZINOQUINOLINE

7-CHLORO-4-PIPERAZIN-1-YL-QUINOLINE

TIMTEC-BB SBB007478

7-CHLORO-4-(1-PIPERAZINYL)QUINOLINE

7-Chloro-4-piperazin-1-ylquinoline 97%

7-chloro-4-piperazinyl quinoline

ASINEX-REAG BAS 07566563

BUTTPARK 50\09-11

1-(7-Chloroquinolin-4-yl)piperazine

PiperaquinePhosphateRelatedCoMpoundA(7-Chloro-4-(piperazin-1-yl)quinoline)

Quinoline, 7-chloro-4-(1-piperazinyl)-

Piperaquine Impurity 6

Piperaquine Impurity A

7-chloro-4-(piperazin-1-yl)quinolineQ: What is 7-chloro-4-(piperazin-1-yl)quinoline Q: What is the CAS Number of 7-chloro-4-(piperazin-1-yl)quinoline Q: What is the storage condition of 7-chloro-4-(piperazin-1-yl)quinoline Q: What are the applications of 7-chloro-4-(piperazin-1-yl)quinoline

Compound Fr13587

Piperaquine Impurity 6 (7-Chloro-4-Piperazinylquinoline)

Piperaquine Phosphate Impurity Ⅰ: 7-Chloro-4-piperazinoquinoline

837-52-5