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DILAZEP DIHYDROCHLORIDE

CAS No.
20153-98-4
Chemical Name:
DILAZEP DIHYDROCHLORIDE
Synonyms
cormelian;astac;k-285;C12954;C-4898;labitan;comelian;astac4898;Delazeol Hydrochloride;DILAZEP DIHYDROCHLORIDE
CBNumber:
CB2143031
Molecular Formula:
C31H46Cl2N2O10
Molecular Weight:
677.61
MDL Number:
MFCD00133267
MOL File:
20153-98-4.mol
Last updated:2023-09-20 16:43:00

DILAZEP DIHYDROCHLORIDE Properties

Melting point 194-198° (monohydrate)
storage temp. 2-8°C
solubility H2O: 10 mg/mL
form powder
color white
Water Solubility Soluble to 100 mM in water
FDA UNII LV48LW10EO

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  2
RTECS  DI0250000
Toxicity LD50 in male mice, male rats (mg/kg): 26.6, 19.1 i.v.; 161, 90.1 i.p.; 3740, >2150 orally (Abel)

DILAZEP DIHYDROCHLORIDE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D5294 Dilazep dihydrochloride powder 20153-98-4 50mg $312 2024-03-01 Buy
Sigma-Aldrich D5294 Dilazep dihydrochloride powder 20153-98-4 100mg $583 2024-03-01 Buy
Alfa Aesar J62459 Dilazep dihydrochloride 20153-98-4 50mg $178 2021-12-16 Buy
Cayman Chemical 29761 Dilazep (hydrochloride) 20153-98-4 5mg $62 2024-03-01 Buy
Cayman Chemical 29761 Dilazep (hydrochloride) 20153-98-4 10mg $104 2024-03-01 Buy
Product number Packaging Price Buy
D5294 50mg $312 Buy
D5294 100mg $583 Buy
J62459 50mg $178 Buy
29761 5mg $62 Buy
29761 10mg $104 Buy

DILAZEP DIHYDROCHLORIDE Chemical Properties,Uses,Production

Originator

Cormelian,Asta-Werke,W. Germany,1972

Uses

Dilazep Dihydrochloride is a research product for neuroscience. This compound may exhibit neuroprotective properties. Angiotensin converting, adenosine reuptake inhibitor. Antiplatelet agent. Dilazep acts as a cerebral vasodialator.

Uses

Dilazep dihydrochloride has been used in estrogen receptor (ERα) antagonistic assay. It has also been used as an equilibrative nucleoside transporter inhibitor (ENT 1 and 2) in cancer cell lines.

Uses

Vasodilatator;Adenosine uptake inhibitor

Definition

ChEBI: Dilazep dihydrochloride is the dihydrochloride salt of dilazep. It inhibits adenosine uptake, ischemic damage, platelet aggregation, and membrane transport of nucleosides. It has a role as a cardioprotective agent, a platelet aggregation inhibitor and a vasodilator agent. It contains a dilazep(2+).

Manufacturing Process

528.8 grams of bis-(3-hydroxypropyl)-ethylene diamine [K. Schlgl and R. Schlgl, Monatschefte der Chemie 95 (1964) page 935] are dissolved in a mixture of 1,500 cc of anhydrous ethyl alcohol and 1,250 grams of triethylamine. 520 grams of 1,3-chlorobromopropane are added thereto dropwise over a period of about 3 hours while stirring and heating the reaction mixture in an oil bath of 50°C. After completion of the addition, the oil bath is heated to 60°C for 20 minutes while stirring of the reaction mixture is continued. With increasing reaction time, triethylamine hydrochloride is precipitated. After completion of the reaction, the mixture is allowed to cool to room temperature.
Triethylamine hydrochloride is separated by filtration and the filter cake is washed with 100 cc of anhydrous ethyl alcohol. The alcohol and the excess of triethylamine is distilled off in a vacuum of a water pump. The residue represents a light-yellowish brown viscous oil which is extracted 3 times with 500 cc of anhydrous benzene each time with stirring at 40° to 60°C. The benzene is distilled off on a water bath at 60°C. Thus, an oil is obtained which solidifies to a hard mass after some hours. This mass is crushed and dried over P2O5 in an exsiccator. The compound represents N,N'-bis-(3- hydroxypropyl)homopiperazine. Yield: 128.5 grams. FP: 46°-47°C; BP0.02mm: 141°-142°C.
21.6 grams of N,N'-bis-(3-hydroxypropyl)homopiperazine obtained as described and 63.8 grams of 3,4,5-trimethoxy benzoic acid chloride are dissolved in 600 parts by volume of anhydrous chloroform. The solution is heated to boiling for 5 hours. Thereafter, chloroform is distilled off in a vacuum. The residue is dissolved in water and the aqueous solution is washed with ether. Thereafter, the aqueous phase is rendered alkaline by the addition of soda lye and the separated oil base is extracted with ether. The ethereal solution is dried over Na2SO4. Ether is separated in a vacuum and the highly viscous residue is dissolved in 150 parts by volume of ethyl alcohol. The calculated equivalent amount of ethereal HCl is added thereto.
The soon crystallizing dihydrochloride is separated by filtration, dried and recrystallized from 120 parts by volume of ethanol. Thus, after drying for 3 days over P2O5, 40-50 grams (66-70% of the theoretical) of N,N'-bis-[(3,4,5- trimethoxy benzoloxy)propyl] homopiperazine dihydrochloride containing 1 mol of water of crystallization is obtained. This product has a melting point at 194°-198°C.

Therapeutic Function

Coronary vasodilator

General Description

Dilazep comprises central cyclic?diamine and phenyl rings connected via alkyl linkers.

Biochem/physiol Actions

Dilazep is a equilibrative nucleoside transporter 1 (ENTs) inhibitor. It is an antianginal drug and an effective coronary vasodilator. Dilazep elicits anti-albuminuric effects and is an anti-platelet agent. It is a potent adenosine uptake inhibitor and suppresses effects of ischemia.

storage

Store at RT

DILAZEP DIHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

DILAZEP DIHYDROCHLORIDE Suppliers

Global( 38)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Nantong HI-FUTURE Biology Co., Ltd.
+undefined18051384581 sales@chemhifuture.com China 3136 58
ZHEJIANG JIUZHOU CHEM CO., LTD
+86-0576225566889 +86-13454675544 admin@jiuzhou-chem.com;jamie@jiuzhou-chem.com;alice@jiuzhou-chem.com China 19949 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8474 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8073 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Tianjin Kailiqi Biotechnology Co., Ltd. 15076683720 klq@cw-bio.com China 3501 55

DILAZEP DIHYDROCHLORIDE Spectrum

DILAZEP DIHYDROCHLORIDE 1,4-BIS[3-(3,4,5-TRIMETHOXYBENZOYLOXY)PROPYL]HOMOPIPERAZINE DIHYDROCHLORIDE N,N'-BIS[3-(3,4,5-TRIMETHOXY-BENZOYLOXY)PROPYL]HOMOPIPER-AZINE DIHYDROCHLORIDE 1,4-bis(3-(3,4,5-trimethoxybenzoyloxy)-propyl)perhydro-1,4-diazepinedihydroc astac astac4898 benzoicacid,3,4,5-trimethoxy-,diesterwithtetrahydro-1h-1,4-diazepine-1,4(5 comelian C-4898 C12954 h)dipropanol,dihydrochloride k-285 n,n’-(bis-omega-hydroxypropyl)homopiperazine3,4,5-trimethoxybenzoatedihydro (tetrahydro-1H-1,4-diazepine-1,4(5H)-diyl)di(propane-1,3-diyl) bis(3,4,5-trimethoxybenzoate) dihydrochloride DILAZEP DIHYDROCHLORIDE (COMELIAN, CORME LIAN, ASTA C) \ ADENOSINE UPTAKE INHIB ASTA C 4898, Cormelian, N,Nμ-bis(3-[3,4,5-Trimethoxybenzoyloxy]propyl)homopiperazine dihydrochloride labitan (1,4-diazepane-1,4-diyl)bis(propane-3,1-diyl) bis(3,4,5-trimethoxybenzoate) dihydrochloride cormelian ischemic,Adenosine,Dilazep dihydrochloride,uptake,vasodilation,potentiate,Inhibitor,cerebral,damage,inhibit,Dilazep Delazeol Hydrochloride 20153-98-4 C31H46N2O102Cl C31H44N2O102HCl