ChemicalBook > CAS DataBase List > DEHYDRO ARIPIPRAZOLE

DEHYDRO ARIPIPRAZOLE

Product Name: DEHYDRO ARIPIPRAZOLE
CAS No.: 129722-25-4
Chemical Name: DEHYDRO ARIPIPRAZOLE
Synonyms: Aripiprazole Related CoMpound G;DM-14857;OPC-14857;DEHYDRO ARIPIPRAZOLE;Aripiprazole (IMP G);Aripiprazole USP RC G;Aripiprazole impurities1779;7-(4-(4-(2,3-Dichlorophenyl);Dehydro aripiprazole solution;Dehydroaripiprazole - [D71552]
CBNumber: CB5372951
Molecular Formula: C23H25Cl2N3O2
Formula Weight: 446.37
MOL File: 129722-25-4.mol

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DEHYDRO ARIPIPRAZOLE Property

Melting point:: >139oC (dec.)
Boiling point:: 654.4±55.0 °C(Predicted)
Density: 1.281±0.06 g/cm3(Predicted)
Flash point:: 349℃
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
form: Solid
pka: 11.22±0.70(Predicted)
color: White to Off-White
InChIKey: CDONPRYEWWPREK-UHFFFAOYSA-N

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Safety

Hazard Codes: F,T
Risk Statements: 11-23/24/25-39/23/24/25-52/53
Safety Statements: 16-36/37-45-61
RIDADR: UN 3286 8(6.1)(3) / PGII
WGK Germany: 1
HS Code: 2933790002

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H290May be corrosive to metals

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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

Sigma-Aldrich

Product number: PHR2323
Product name: Aripiprazole Related Compound G
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 100MG
Price: $588.05
Updated: 2025/07/31

Sigma-Aldrich

Product number: D-053
Product name: Dehydro aripiprazole solution
Purity: 1.0?mg/mL in methanol with 5% 1 M HCl, ampule of 1?mL, certified reference material, Cerilliant?
Packaging: 1mL
Price: $263
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1042690
Product name: Dehydro aripiprazole solution
Packaging: 25mg
Price: $1300
Updated: 2025/07/31

TRC

Product number: D229155
Product name: DehydroAripiprazole
Packaging: 100mg
Price: $1705
Updated: 2021/12/16

Usbiological

Product number: 163625
Product name: Dehydro Aripiprazole
Packaging: 5mg
Price: $460
Updated: 2021/12/16

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DEHYDRO ARIPIPRAZOLE Chemical Properties,Usage,Production

Uses

Dehydro Aripiprazole (Aripiprazole EP Impurity E; Aripiprazole USP Related Compound G) is an impurity of Aripiprazole (A771000), a selective dopamine D2-receptor antagonist with dopamine autoreceptor agonist activity.

General Description

Dehydro Aripiprazole is the primary, active metabolite of aripiprazole, marketed as the atypical antipsychotic Abilify^? for the treatment of schizophrenia, bipolar disorder, and clinical depression. This new certified solution standard is suitable for use in LC or GC applications including forensic or clinical toxicology analysis and urine drug testing.

Synthesis

129722-12-9

129722-25-4

The general procedure for the synthesis of 7-[4-[4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy]-3,4-dihydroquinolin-2(1H)-ones from 7-(4-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-2(1H)-quinolinone was as follows: Example 1: Large-scale synthesis of dehydroaripiprazole [7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one] (Compound 1; Formula VI) Aripiprazole (Formula VIA) 1. 15 g (0.03 mol) of 7-(4-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2(1H)-one was dissolved in 360 mL of anhydrous tetrahydrofuran to form a clarified solution. 2. 12 mL (0.16 mol) of trifluoroacetic acid was added to the solution. 3. 24.3 g (0.11 mol) of 1,2-dichloro-4,5-dicyanoquinone was added and the mixture was stirred at room temperature under a nitrogen atmosphere. 4. After the reaction was stirred for 40 minutes, TLC assay showed complete consumption of the raw material. 5. 1.5 L of water was added and then the reaction mixture was alkalized to pH 12 with 50% NaOH aqueous solution. 6. The reaction mixture was extracted with dichloromethane (3 x 300 mL), the organic phases were combined and dried with MgSO4. 7. The crude product was purified by column chromatography using silica as stationary phase and dichloromethane to 10% methanol/dichloromethane as eluent. 8. The product was purified by 2-propanolysis. 8. The product was further purified by recrystallization from 2-propanol to give 13.7 g (92%) of off-white solid target product. Product characterization: 1H-NMR (400 MHz, CDCl3) δ 12.33 (1H, br s), 7.72 (1H, d), 7.42 (1H, d), 7.16-7.11 (2H, m), 6.98-6.93 (1H, dd), 6.83-6.79 (2H, m), 6.53 (1H, d), 4.10 (2H, t), 3.09 (4H, br), 4.10 (2H, t), 4.10 (2H, t). 3.09 (4H, br s), 2.67 (4H, br s), 2.52 (2H, t), 1.93-1.70 (4H, m). LCMS (acidic method) [M + H]+ 446.02, rt 14.246 min.

References

[1] Patent: US2011/275803, 2011, A1. Location in patent: Page/Page column 60-61
[2] Crystal Growth and Design, 2013, vol. 13, # 5, p. 2036 - 2046
[3] Heterocyclic Communications, 2005, vol. 11, # 6, p. 485 - 490

DEHYDRO ARIPIPRAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DEHYDRO ARIPIPRAZOLE manufacturers

Career Henan Chemical Co

Product: DEHYDRO ARIPIPRAZOLE 129722-25-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200kgs
Release date: 2020-01-28

129722-25-4, DEHYDRO ARIPIPRAZOLERelated Search:

2-Deschloro Aripiprazole L-Amoxicillin Alfuzosin 3-(4-Hydroxyphenyl)-2(1H)-pyrazinone (4S)-2-[[[(2R)-2-AMino-2-(4-hydroxyphenyl)acetyl]aMino]Methyl]-5,5-diMethyl-4-thiazolidinecarboxylic Acid (Mixture of DiastereoMers) Amoxicillin Diketopiperazine (Mixture of Diastereomers) 1-(2-Chlorophenyl)piperazine hydrochloride 7-Hydroxyquinolinone DEHYDROARIPIPRAZOLE, HYDROCHLORIDE 1-(2,3-Dichlorophenyl)piperazine hydrochloride N1,N1-DIMETHYL-2,3-DICHLOROANILINE Aripiprazole DEHYDRO ARIPIPRAZOLE-D8, HYDROCHLORIDE 1-(4-PHENOXYBUTYL)PIPERAZINE DEHYDRO ARIPIPRAZOLE 1-(4-HYDROXYBUTYL)-4-METHYLPIPERAZINE 7-METHOXY-1H-QUINOLIN-2-ONE 8-(2,3-Dichlorophenyl)-8-aza-5-azoniaspiro[4.5]decane BroMide

DEHYDRO ARIPIPRAZOLE

7-[4-[4-(2,3-Dichlorophenyl)-1-Piperazinyl]Butoxy]-2(1H)-Quinolinone

2(1H)-Quinolinone,7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-

7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one

Aripiprazole Related CoMpound G

Aripiprazole USP impurity G(EP impurity E)

Dehydro aripiprazole solution

Aripiprazole Related Compound G (25 mg) (7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}quinolin-2(1H)-one)

Aripiprazole USP RC G

7-(4-(4-(2,3-Dichlorophenyl)

Aripiprazole Impurit Ⅱ： 7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy]-2(1H)-quinolinone

Aripiprazole Impurity 1（Aripiprazole EP Impurity E）

Aripiprazole EP Impurity E (Dehydro Aripiprazole)

DM-14857

OPC-14857

Aripiprazole EP Impurity E/ Aripiprazole Related Compound G (Dehydro Aripiprazole)

Aripiprazole impurities1779

Dehydro AripiprazoleQ: What is Dehydro Aripiprazole Q: What is the CAS Number of Dehydro Aripiprazole Q: What is the storage condition of Dehydro Aripiprazole Q: What are the applications of Dehydro Aripiprazole

Aripiprazole Related Compound G (7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}quinolin-2(1H)-o (1042690)

Aripiprazole USP Related Compound G

Aripiprazole EP Impurity E (Aripiprazole USP Related Compound G, Dehydro Aripiprazole)

Aripiprazole (IMP G)

Dehydro aripiprazole in Methanol

Dehydro Aripiprazole Impurity, 7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl) butoxy)quinolin-2(1H)-one

Aripiprazole EP Impurity E Aripiprazole related compound G

7-[4-[4-(2,3-Dichlorophenyl)-1-piperazinyl]butoxy]-2(1H)-quinolinone/Dehydroaripiprazole

Dehydroaripiprazole, 1mg/ml in Methanol

Dehydroaripiprazole - [D71552]

129722-25-4

C23H25Cl2N3O2