ChemicalBook > CAS DataBase List > Lisinopril

Lisinopril

Product Name
Lisinopril
CAS No.
76547-98-3
Chemical Name
Lisinopril
Synonyms
mk522;CORIC;PRINIL;MK-521;Tensyn;Longes;Cipral;Linvas;mk0521;CARACE
CBNumber
CB6117715
Molecular Formula
C21H31N3O5
Formula Weight
405.49
MOL File
76547-98-3.mol
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Lisinopril Property

Melting point:
162-165 °C
Boiling point:
666.4±55.0 °C(Predicted)
Density 
1.251±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
H2O: ≥10 mg/mL
form 
solid
pka
2.18±0.10(Predicted)
color 
white
BCS Class
3
CAS DataBase Reference
76547-98-3(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
TW3589990
Hazardous Substances Data
76547-98-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
16833
Product name
Lisinopril
Purity
≥98%
Packaging
1g
Price
$70
Updated
2024/03/01
Cayman Chemical
Product number
16833
Product name
Lisinopril
Purity
≥98%
Packaging
5g
Price
$299
Updated
2024/03/01
Cayman Chemical
Product number
16833
Product name
Lisinopril
Purity
≥98%
Packaging
100mg
Price
$11
Updated
2024/03/01
Cayman Chemical
Product number
16833
Product name
Lisinopril
Purity
≥98%
Packaging
500mg
Price
$40
Updated
2024/03/01
Activate Scientific
Product number
AS112353
Product name
Lisinopril
Purity
96%
Packaging
5G
Price
$342
Updated
2021/12/16
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Lisinopril Chemical Properties,Usage,Production

Description

Lisinopril is an angiotensin-converting enzyme (ACE) inhibitor (IC50 = 1.2 nM). It reduces the formation of endothelin-1 and increases nitric oxide (NO) in human vascular endothelial cells when used at a concentration of 0.1 nM. Lisinopril inhibits the pressor response to angiotensin I in anesthetized rats and dogs (ID50s = 2.3 and 6.5 μg/kg, respectively).

Originator

Acebitor 5,Biddle Sawyer,India

Uses

Lisinopril is an antihypertensive medication.

Uses

Labeled Lisinopril, intended for use as an internal standard for the quantification fo Lisinopril by GC- or LC-mass spectrometry.

Definition

ChEBI: Lisinopril is a dipeptide. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It contains a L-prolino group and a L-lysine residue.

Manufacturing Process

2-Oxo-4-phenylbutyric acid and t-BOC-L-lysyl-L-proline are condensed in the presence of sodium cyanoborohydride. Essentially all of the t-BOC protecting group is cleaved when the product is absorbed on strong acid ion exchange resin. The crude N-(1-carboxy-3-phenylpropyl)-L-lysyl-L-proline is eluted from the resin with 10% ammonia, freeze dried, and purified by gel filtration chromatography (LH-20). A minute peak for t-BOC protons in the NMR spectrum disappears when the product is treated with ethyl acetate that is 4 N in hydrogen chloride gas. The NMR spectrum of the resulting HCl salt of the product is consistent with structure. The mass spectrum shows a molecular ion at 693 m/e for the tetrasilylated species. Chromatography on XAD-2 resin using 3.5% acetonitrile in 0.1 molar ammonium hydroxide affords N-α-((1S)- 1-carboxy-3-phenylpropyl)-L-lysyl-L-proline. The last peptide can be produced if 2-oxo-4-phenylbutyric acid and N-t-Boc-L-lysyl-L-proline are condensed in the presence of sodium cyanoborohydride. The product is absorbed on strong acid ion exchange resin, and eluted with 2% pyridine in water. Product-rich cuts are stripped to a glass and treated with 4 N HCl in ethylacetate to remove the t-Boc protecting group. The resulting hydrochloride salt is converted to the free base by absorbing on strong acid ion exchange resin and eluting with 2% pyridine in water. Freeze drying of product-rich cuts affords N-α-(1-carboxy-3-phenylpropyl)-L-lysyl-L-proline as a white fluffy solid. The NMR spectrum is consistent with structure. The mass spectrum shows a molecular ion at 549 for the disilylated species. Chromatography affords the desired isomer.

brand name

Prinivil (Merck); Zestril (AstraZeneca).

Therapeutic Function

Antihypertensive

Lisinopril Preparation Products And Raw materials

Raw materials

L-Lysine Trifluoroacetic acid L-Proline

Preparation Products

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Lisinopril Suppliers

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View Lastest Price from Lisinopril manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Lisinopril 76547-98-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Lisinopril 76547-98-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
Lisinopril 76547-98-3
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

76547-98-3, LisinoprilRelated Search:

D-Proline DL-Lysine acetylsalicylate Poly(L-lysine hydrobromide) L-Lysine hydrochloride L-Lysine LISINOPRIL ESTER,LISINOPRIL (ETHYL) ESTER Lisinopril Dihydrate N6-Trrifluoroacetyl-L-lysine(for Lisinopril),N-6-TRIFLUORO ACETYL-L-LYSINE ( LISINOPRIL INTERMEDIATE ) Lisinopril R,S,S-Diketopiperazine N6-TRIFLUOROACETYL-L-LYSINE /INTERMEDIATE OF LISINOPRIL N6-TrifluoroAcetyl-L-Lysine,Lisinopril N∑-BENZYLOXYCARBONYL-L-LYSINYL-L-PROLINE(LISINOPRIL INTERMEDIATE) (R) Lisinopril (S)Lisinopril-D5 LISINOPRIL DIHYDRATE FOR PERFORMANCE TEST Lisinopril S,S,S-Diketopiperazine Lisinopril LISINOPRIL DIKETOPIPERAZINE

  • (S)-1-[(S)-6-AMINO-2-((S)-1-CARBOXY-3-PHENYL-PROPYLAMINO)-HEXANOYL]-PYRROLIDINE-2-CARBOXYLIC ACID
  • TENSOPRIL
  • VIVATEC
  • ZESTRIL
  • mk522
  • PRINIL
  • PRINIVIL
  • n-{n-[(s)-1-carboxy-3-phenylpropyl]-l-lysyl}-l-proline
  • NOVATEC
  • MK-521
  • mk-0521
  • N-(1(S)-Carboxy-3-phenylpropyl)-L-lysyl-L-proline
  • N2-[(S)-1-Carboxy-3-phenylpropyl]-L-lysyl-L-proline
  • Noperten
  • Presiten
  • Prinvil
  • Tensyn
  • Lisinopril
  • N2-[(S)-1-Carboxy-3-phenylpropyl]-L-Lys-L-Pro-OH·2hydrate
  • 1-[N2-[(S)-1-Carboxy-3-phenylpropyl]-L-lysyl]-L-proline
  • Longes
  • N2-[(S)-1-Carboxy-3-phenylpropyl]-L-Lys-L-Pro-OH
  • (S)-Nα-(1-Carboxy-3-phenylpropyl)-Lys-Pro
  • lisinopri
  • Lisinopril EP Impurity G
  • (2S)-1-[(2S)-6-amino-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxohexyl]-2-pyrrolidinecarboxylic acid
  • Lisinopril, >99%
  • LISINOPRIL (MK-521)
  • LISINOPRIL DIHYDRATE ASSAY STANDARD BP(CRM STANDARD)
  • LISINOPRIL DIHYDRATE BP
  • LISINOPRIL DIHYDRATE BP STANDARD(CRM STANDARD)
  • LISINOPRIL DIHYDRATE EPL
  • LISINOPRIL DIHYDRATE EPL(CRM STANDARD)
  • LISINOPRIL DIHYDRATE IMP. A (EP): (2RS)-2-AMINO-4-PHENYLBUTANOIC ACID MM
  • LISINOPRIL DIHYDRATE IMP. A (EP): (2RS)-2-AMINO-4-PHENYLBUTANOIC ACID MM(CRM STANDARD)
  • LISINOPRIL USP
  • LISINOPRIL USP(CRM STANDARD)
  • Cipral
  • Inopril
  • Linopril
  • Linvas
  • Lisoril
  • Lispril
  • Listril
  • L-Proline, 1-[N2-(1-carboxy-3-phenylpropyl)-L-lysyl]-, (S)-
  • L-Proline, N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl- (9CI)
  • (s)-1-(n(sup2)-(1-carboxy-3-phenylpropyl)-l-lysyl)-l-proline
  • lysinopril
  • mk0521
  • CORIC
  • CARACE
  • ACERBON
  • ALAPRIL
  • Lisinopril USP24,EPIII
  • Lisinopril Dihydrate, 98.0+ % (HPLC)
  • L-Proline, N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-
  • Lisinopril USP/EP/BP
  • (S)-Lisinopril DISCONTINUED