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Lacidipine

CAS No.
103890-78-4
Chemical Name:
Lacidipine
Synonyms
β-GPA;MOTENS;SN-305;LACIPIL;LACIREX;GX-1048;CALDINE;Lacidipin;GR-43659X;LACIDIPINE
CBNumber:
CB5296310
Molecular Formula:
C26H33NO6
Molecular Weight:
455.54
MDL Number:
MFCD00865936
MOL File:
103890-78-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Lacidipine ≥98% (HPLC) SML0946 10mg $83.2
Lacidipine ≥98% (HPLC) SML0946 50mg $227.8
Lacidipine >98.0%(HPLC)(N) L0276 1g $480
Lacidipine >98.0%(HPLC)(N) L0276 200mg $146
Lacidipine 28270 100mg $97
More product size

Lacidipine Properties

Melting point 174-175°C
Boiling point 558.4±50.0 °C(Predicted)
Density 1.127±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: soluble20mg/mL, clear
pka 3.00±0.70(Predicted)
form powder
color white to beige
Merck 14,5331
InChI InChI=1S/C26H33NO6/c1-8-31-24(29)21-16(3)27-17(4)22(25(30)32-9-2)23(21)19-13-11-10-12-18(19)14-15-20(28)33-26(5,6)7/h10-15,23,27H,8-9H2,1-7H3/b15-14+
InChIKey GKQPCPXONLDCMU-CCEZHUSRSA-N
SMILES C1(C)NC(C)=C(C(OCC)=O)C(C2=CC=CC=C2/C=C/C(OC(C)(C)C)=O)C=1C(OCC)=O
CAS DataBase Reference 103890-78-4(CAS DataBase Reference)
FDA UNII 260080034N
ATC code C08CA09
UNSPSC Code 12352106
NACRES NA.77

Pharmacokinetic data

Protein binding 95%
Volume of distribution 0.9-2.3(L/kg)
Biological half-life 13-19 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
RTECS  US7970200
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Toxicity mouse,LD50,intraperitoneal,80200ug/kg (80.2mg/kg),SKIN AND APPENDAGES (SKIN): HAIR: OTHERSENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYEBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22, Pg. 335, 1994.
NFPA 704
0
1 0

Lacidipine price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0946 Lacidipine ≥98% (HPLC) 103890-78-4 10mg $83.2 2026-03-19 Buy
Sigma-Aldrich SML0946 Lacidipine ≥98% (HPLC) 103890-78-4 50mg $227.8 2026-03-19 Buy
TCI Chemical L0276 Lacidipine >98.0%(HPLC)(N) 103890-78-4 1g $480 2023-01-07 Buy
TCI Chemical L0276 Lacidipine >98.0%(HPLC)(N) 103890-78-4 200mg $146 2021-12-16 Buy
Cayman Chemical 28270 Lacidipine 103890-78-4 100mg $97 2024-03-01 Buy
Product number Packaging Price Buy
SML0946 10mg $83.2 Buy
SML0946 50mg $227.8 Buy
L0276 1g $480 Buy
L0276 200mg $146 Buy
28270 100mg $97 Buy

Lacidipine Chemical Properties,Uses,Production

Description

Lacidipine is a new second-generation dihydropyridine calcium antagonist introduced as a once a day treatment for mild to moderate hypertension. It is reported to have high selectivity for vascular smooth muscle and also a long duration of action. The use of lacidipine as an antiatherosclerotic agent is currently under investigation.

Description

Lacidipine is a dihydropyridine L-type calcium channel blocker. It induces relaxation of isolated rat aorta and inhibits calcium-induced contraction of rabbit ear artery (pA2 = 9.4). It also induces relaxation of calcium-induced contractions in isolated rat colon and bladder and guinea pig trachea (IC50s = 6.7, 6, and 7.8 nM, respectively). Lacidipine induces negative inotropy in isolated guinea pig ventricular strips (IC50 = 110 nM). It reduces mean blood pressure in spontaneously hypertensive rats (ED25 = 0.35 mg/kg) and in renal hypertensive dogs (ED25 = 0.22 mg/kg) with a transient increase in heart rate. Lacidipine inhibits copper-induced oxidation of isolated human LDL when used at concentrations of 1 and 5 μM. It reduces the extension of aortic atheromatous lesions and decreases renal injury in ApoE-/- mice in a model of Western diet-induced atherosclerosis.

Chemical Properties

White-to-Off-White Crystalline Solid

Originator

Glaxo (United Kingdom)

Uses

A dihydropyridine calcium channel blocker. Antihypertensive.

Uses

antihypertensive;dihydropyridinr calcium channel blocker

Definition

ChEBI: Lacidipine is a cinnamate ester and a tert-butyl ester.

brand name

Lacipil; Lacirex; Viapres

Biochem/physiol Actions

Lacidipine is a long-acting calcium antagonist that is used in the management of hypertension. Lacidipine is a L-type Ca(2+) channel blocker belonging to 1,4-dihydropyridine class. Also, Lacidipine inhibits ryanodine receptors on the ER membrane that enhances folding, trafficking and lysosomal activity of ERAD (ER-associated degradation) misfolded lysosomal glucocerebrosidase (GS).

Synthesis

(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide

59159-39-6

ETHYL 3-AMINOCROTONATE

626-34-6

o-Phthalaldehyde

643-79-8

Lacidipine

103890-78-4

1. 18 liters of dichloromethane were added to the reactor, followed by 5 kg of tert-butoxycarbonylmethyltriphenylphosphonium bromide (prepared with reference to Example 1). 2. 2.05 kg of o-phthalaldehyde was added, followed by 1 liter of dichloromethane, and the mixture was stirred for about 15 minutes, then cooled to -5°C. 3. A solution of 2.65 kg of sodium hydroxide flakes in 5 liters of water (pre-prepared at 25°C) was added to the reaction mixture at -3°C and kept at -3°C for 2.5 hours. The reaction process was monitored by thin layer chromatography. 4. After completion of the reaction, the mixture was warmed up to 25°C and stirring was continued for 30 minutes. The organic layer was separated and the solvent was removed by atmospheric pressure distillation at 52°C. The residue was kept at 52°C for 15 minutes. 5. 35 liters of n-heptane were added and 4 liters of n-heptane were distilled under 500 mmHg vacuum and at 63 °C. The mixture was then cooled to 0°C and held at 35°C for 1.5 hours. 6. The insoluble material was removed by vacuum filtration and the filter cake was washed with 7.5 liters of n-heptane. The filtrate was transferred to another reactor and the solvent was removed by complete distillation under vacuum at 610 mmHg and 68°C. 7. Cooled to 33 °C, 11.5 liters of isopropanol was added and subsequently cooled to -7 °C. 8. At -7 °C, a solution of 4.25 kg ethyl 3-aminocrotonate in 12.5 liters of isopropanol was slowly added, followed by 2.8 liters of trifluoroacetic acid and 1 liter of isopropanol, and the reaction was kept at -7 °C for 2 hours and 45 minutes. The reaction process was monitored by thin layer chromatography. 9. A solution of 2.6 kg of sodium bicarbonate in 50 liters of water was added to the reaction mixture at 0 °C, followed by 25 liters of ethyl acetate. Increase the temperature to 25°C and stir for 20 minutes. Separate the aqueous layer and extract with 12.5 liters of ethyl acetate. The organic layers were combined and the solvent was removed by atmospheric pressure distillation at 81 °C. 10. Add 5 liters of isopropanol to the residue and distill completely to remove the solvent. This operation is repeated once. Finally, the residue was dissolved in 63 liters of isopropanol and heated to 85°C to obtain a clarified solution. 11. Cool to 2 °C, keep for 1.5 h. Separate the solid by filtration and wash with 2.5 liters of isopropanol. The wet product was dried at 50°C for 30 minutes. 12. The dried substance was added to 23 liters of isopropanol, heated to 65°C and held for 30 minutes, cooled to 2°C and held for 1 hour, filtered and washed with 1.5 liters of isopropanol. 13. The wet solid was dried at 60 °C and 630 mmHg under vacuum for 5 h to give 2.04 kg of ethyl (E)-diethyl 4-(2-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate in 40.9% yield. The content of triphenylphosphine oxide was less than 0.0011 area%.

References

[1] Patent: US2007/43088, 2007, A1. Location in patent: Page/Page column 6

59159-39-6
626-34-6
643-79-8
103890-78-4
Synthesis of Lacidipine from (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide and ETHYL 3-AMINOCROTONATE and o-Phthalaldehyde
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View Lastest Price from Lacidipine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lacidipine pictures 2026-04-24 Lacidipine
103890-78-4
US $0.00 / G 10G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Lacidipine pictures 2026-04-22 Lacidipine
103890-78-4
US $88.00-33.00 / mg 99.98% 10g TargetMol Chemicals Inc.
Lacidipine pictures 2026-04-22 Lacidipine
103890-78-4
US $88.00-33.00 / mg 99.98% 10g TargetMol Chemicals Inc.
  • Lacidipine pictures
  • Lacidipine
    103890-78-4
  • US $0.00 / G
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Lacidipine pictures
  • Lacidipine
    103890-78-4
  • US $88.00-33.00 / mg
  • 99.98%
  • TargetMol Chemicals Inc.
  • Lacidipine pictures
  • Lacidipine
    103890-78-4
  • US $88.00-33.00 / mg
  • 99.98%
  • TargetMol Chemicals Inc.

Lacidipine Spectrum

3,5-pyridinedicarboxylicacid,1,4-dihydro-2,6-dimethyl-4-(2-(3-(1,1-dimethylet diethylester,(e)-hoxy)-3-oxo-1-propenyl)phenyl) MOTENS 3,5-Diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate CID 5311217 Lacidipine,Lacipil Lacidipine Solution, 100ppm 4-[2-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propen-1-yl]phenyl]-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid 3,5-diethyl ester GX-1048,GR-43659X,SN-305 Lacidipine Solution, 1000ppm LACIPIL;MOTENS LACIPIL LACIREX LACIDIPINE LACIDIPINE-D9 Lacidipin LACIDIPINE, IMPURITY STANDARD BP STANDARD LACIDIPINE, BP STANDARD LACIDIPINE ASSAY STANDARD BP(CRM STANDARD) LACIDIPINE BP STANDARD(CRM STANDARD) LACIDIPINE IMPURITY STANDARD BP STANDARD(CRM STANDARD) LACIDIPINE IMPURITY STANDARD BP(CRM STANDARD) LacidipineC26H33N06 GX-1048 GR-43659X CALDINE (E)-4-[2-[3-(1,1-DIMETHYLETHOXY)-3-OXO-1-PROPENYL]PHENYL]-1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER (E)-4-[2-[3-(1,1-Dimethylethoxy)-3-oxo-1-propenyl]phenyl]-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Diethyl Ester, GR-43659X, GX-1048, Caldine, Lacipil, Lacirex, Motens trans Lacidipine Lacidipine (Lacipil, Motens) 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-(3-(1,1-dimethylethoxy)-3-oxo-1- propenyl)phenyl)-, diethyl ester, (E)- Diethyl 2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylate 4-[2-[(1E)-3-(1,1-Dimethylethoxy)-3-oxo-1-propenyl]phenyl]-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid diethyl ester 4-[2-[(E)-3-(1,1-Dimethylethoxy)-3-oxo-1-propenyl]phenyl]-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid diethyl ester SN-305 2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 3,5-Pyridinedicarboxylic acid, 4-[2-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propen-1-yl]phenyl]-1,4-dihydro-2,6-dimethyl-, 3,5-diethyl ester Lacidipine USP/EP/BP (E)-Diethyl 4-(2-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate Lacidipine (GX-1048, GR-43659X, SN-305, Lacipil, Motens) LacidipineQ: What is Lacidipine Q: What is the CAS Number of Lacidipine Q: What is the storage condition of Lacidipine Q: What are the applications of Lacidipine β-GPA Lacidipine flat Lacipil, Motens, Lacidipine iethyl2,6-dimethyl-4-[2-[(E)-3-[(2-methylpropan-2-yl)oxy]-3-oxoprop-1-enyl]phenyl]-1,4-dihydropyridine-3,5-dicarboxylate Lacidipine Diethyl 4-{o-[(E)-2-tert-butoxycarbonylethenyl]phenyl}-2,6- dimethyl-1,4-dihydropyridine-3,5-dicarboxylate Lacidipine in methanol Racidipine Lacidipine Impurity Lacidipine, 10 mM in DMSO 103890-78-4 Lacidipine - Bio-X ? 2,7,12-tris(dimesitylboryl)-5,5',10,10',15,15'-hexaethyltruxene 103890-78-4 118505-88-8 C26H33NO6 C26H24NO6D9 Calcium channel