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1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE is an organic compound with the molecular formula C11H20ClN2O. It is a derivative of piperidine, featuring a chlorocarbonyl group attached to the first carbon and a piperidino group at the fourth position. 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural properties.

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  • 103816-19-9 Structure
  • Basic information

    1. Product Name: 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE
    2. Synonyms: 1-CHLOROCARBONYL-4-PIPERIDINOPERIDINE;forMyl[4-(piperidin-1-yl)piperidin-1-yl]chloranuide;4-Piperidinopiperidine-1-carbonyl chloride;4-Piperidinopiperidine-1-carbonyl chloride
    3. CAS NO:103816-19-9
    4. Molecular Formula: C11H19ClN2O
    5. Molecular Weight: 230.73
    6. EINECS: 1592732-453-0
    7. Product Categories: N/A
    8. Mol File: 103816-19-9.mol
  • Chemical Properties

    1. Melting Point: 60-64°C
    2. Boiling Point: 344.5±31.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.184±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. PKA: 9.19±0.20(Predicted)
    10. CAS DataBase Reference: 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE(103816-19-9)
    12. EPA Substance Registry System: 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE(103816-19-9)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 34
    3. Safety Statements: 26-27-36/37/39-45
    4. RIDADR: UN 3261 8 / PGIII
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 103816-19-9(Hazardous Substances Data)

103816-19-9 Usage

Uses

Used in Pharmaceutical Industry:
1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE is used as a reactant for the synthesis of various pharmaceutical compounds, including:
1. Macrocyclic ureas as selective Chk1 inhibitors: These inhibitors play a crucial role in the regulation of cell cycle checkpoints, particularly in the context of cancer therapy. By targeting Chk1, these macrocyclic ureas can help in the development of novel anticancer drugs.
2. Etoposide prodrug for dual prodrug-enzyme antitumor therapy: Etoposide is a widely used chemotherapeutic agent. The development of a prodrug version with 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE can enhance the drug's selectivity and efficacy, making it a valuable addition to cancer treatment strategies.
3. Phosphodiesterase 4 (PDE4) inhibitors: PDE4 inhibitors are known for their anti-inflammatory and immunomodulatory properties. They are being investigated for the treatment of various conditions, including chronic obstructive pulmonary disease (COPD), asthma, and inflammatory bowel disease (IBD). 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE can be used as a reactant in the synthesis of these inhibitors, potentially leading to the development of new therapeutic agents.
4. Camptothecin analogs: Camptothecin is a potent anticancer alkaloid that has been used in the development of several chemotherapy drugs. The synthesis of camptothecin analogs using 1-CHLOROCARBONYL-4-PIPERIDINOPIPERIDINE can result in the creation of novel compounds with improved pharmacological properties and reduced side effects.

Check Digit Verification of cas no

The CAS Registry Mumber 103816-19-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,8,1 and 6 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 103816-19:
(8*1)+(7*0)+(6*3)+(5*8)+(4*1)+(3*6)+(2*1)+(1*9)=99
99 % 10 = 9
So 103816-19-9 is a valid CAS Registry Number.

103816-19-9 Well-known Company Product Price

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  • Aldrich

  • (720844)  4-Piperidinopiperidine-1-carbonyl chloride  

  • 103816-19-9

  • 720844-1G

  • 994.50CNY

  • Detail

103816-19-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name [1,4'-bipiperidine]-1'-carbonyl chloride

1.2 Other means of identification

Product number -
Other names 1-Chlorocarbonyl-4-Piperidinopiperidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103816-19-9 SDS

103816-19-9Relevant articles and documents

Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities

Feng, Jia-Hao,He, Qi-Wei,Hou, Ji-Qin,Hu, Xiao-Long,Long, Huan,Wang, Bao-Lin,Wang, Hao,Wang, Quan,Wang, Rong,Ye, Wen-Cai,Zhang, Li-Xin,Zhang, Xiao-Qi

, p. 1954 - 1966 (2021/07/20)

Cdc37 associates kinase clients to Hsp90 and promotes the development of cancers. Celastrol, a natural friedelane triterpenoid, can disrupt the Hsp90-Cdc37 interaction to provide antitumor effects. In this study, 31 new celastrol derivatives, 2a - 2d , 3a - 3g , and 4a - 4t , were designed and synthesized, and their Hsp90-Cdc37 disruption activities and antiproliferative activities against cancer cells were evaluated. Among these compounds, 4f , with the highest tumor cell selectivity (15.4-fold), potent Hsp90-Cdc37 disruption activity (IC50= 1.9 μM), and antiproliferative activity against MDA-MB-231 cells (IC50= 0.2 μM), was selected as the lead compound. Further studies demonstrated 4f has strong antitumor activities both in vitro and in vivo through disrupting the Hsp90-Cdc37 interaction and inhibiting angiogenesis. In addition, 4f exhibited less toxicity than celastrol and showed a good pharmacokinetics profile in vivo. These findings suggest that 4f may be a promising candidate for development of new cancer therapies.

Dopamine D5 receptor agonists as well as preparation and application thereof

-

Paragraph 0104-0106; 0112-0113, (2019/08/06)

The invention provides dopamine D5 receptor agonists as well as preparation and an application thereof, specifically provides a dithiophene methylene substituted 5-hydroxytryptamine carbamate derivative shown in a formula I or pharmaceutically acceptable

PODOPHYLLOTOXIN DERIVATIVES AND THEIR USE

-

Paragraph 0104-0105, (2017/05/17)

Provided herein are relates to derivatives of podophyllotoxin, compositions thereof, and using them for treating various types of cancer in a subject and/or delaying or regressing various types of tumor growths in a subject.

PODOPHYLLOTOXIN DERIVATIVES AND THEIR USE

-

Paragraph 0116, (2017/05/15)

Provided herein are compounds, compositions, and methods for treating cancer in a subject in need thereof.

COMPOUNDS FOR INHIBITING CANCER AND VIRUS

-

Paragraph 0078, (2017/08/07)

The invention relates to compounds for inhibiting a cancer cell or a virus. Particularly, the invention provides compounds for inhibiting, treating and/or preventing cancer and Zika virus.

Heiba boschnaloside compound and use thereof

-

Paragraph 0161-0164, (2020/02/08)

The invention relates to a kind of icariin compounds shown in a formula (I) or stereoisomers, geometrical isomers, tautomers, nitrogen oxides, hydrates, solvates, metabolites, pharmaceutically acceptable salts or prodrugs of the compounds shown in the formula (I). The invention also discloses a drug composition containing the compounds, a preparation method of the compounds or the drug composition and an application of the compounds or the drug composition to preparation of drugs for preventing and treating fractures and osteoporosis.

Design, synthesis and anti-inflammatory effects of novel 9-O-substituted-berberine derivatives

Huang, Mei-Yan,Lin, Jing,Huang, Zhi-Jian,Xu, Hong-Gui,Hong, Juan,Sun, Ping-Hua,Guo, Jia-Liang,Chen, Wei-Min

, p. 658 - 666 (2016/05/19)

Berberine, an isoquinoline alkaloid in many medicinal herbs, has been found to possess broad pharmacological activities. A series of novel C-9-O-substituted-berberine derivatives have been synthesized and their anti-inflammatory effects evaluated both in vitro and in vivo. Compared to berberine, the new synthetic berberine derivatives 3i and 5e exhibit significantly improved inhibitory activities against the release of NO, TNF-α and IL-6. Furthermore, derivatives 3i and 5e were found to inhibit more effectively the migration of neutrophils and primitive macrophage in transgenic zebrafish larvae with injury-provoked inflammation. Pre-treatment with derivatives 3i or 5e could lead to a concentration-dependent decrease in nuclear factor-κB (NF-κB) p65 and NF-κB inhibitor α (IκBα) phosphorylation and inducible nitric oxide synthase (iNOS) expression in lipopolysaccharide (LPS)-induced RAW264.7 cells, which suggested that the anti-inflammatory activities of berberine derivatives 3i and 5e are related to their suppression of the NF-κB signal pathway.

PROCESS FOR THE PREPARATION OF 7-ETHYL-10-[4- (1-PIPERIDINO)- 1-PIPERIDINO] CARBONYLOXY-CAMPTOTHECIN HYDROCHLORIDE TRIHYDRATE

-

Page/Page column 7, (2011/06/26)

The present invention relates to process for the preparation of 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxy-camptothecin hydrochloride trihydrate and process for the isolation of 1-chlorocarbonyl-4-piperidinopiperidine and novel crystalline form of 1-chlorocarbonyl-4-piperidinopiperidine and 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxy-camptothecin.

Process for the preparation of 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin hydrochloride trihydrate

-

Page/Page column 9, (2011/07/30)

The present invention relates to process for the preparation of 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin hydrochloride trihydrate and process for the isolation of 1-chlorocarbonyl-4-piperidinopiperidine and novel crystalline form of 1-chlorocarbonyl-4-piperidinopiperidine and 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin.

Synthesis and antiproliferative evaluation of 23-hydroxybetulinic acid derivatives

Lan, Ping,Wang, Jiao,Zhang, Dong-Mei,Shu, Chang,Cao, Hui-Hui,Sun, Ping-Hua,Wu, Xiao-Ming,Ye, Wen-Cai,Chen, Wei-Min

experimental part, p. 2490 - 2502 (2011/06/24)

Based on structural modifications of the natural 23-hydroxybetulinic acid, a series of novel its derivatives had been synthesized. The new compounds were screened for in vitro antiproliferative activity against cancer cell lines HeLa, MCF-7, HepG2, B16 and A375 using doxorubicin as a reference. The vast majority of derivatives had exhibited potent tumor growth inhibitory activity than original compound. The derivatives 4, 5, 7, 20, 23, 26, 43 and 44 with IC 50 values lower than 10 μM on all tested cell lines were regarded as the most promising compounds. The structure-activity relationships of 23-hydroxybetulinic acid derivatives were also discussed in the present investigations.

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