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C8856

Sigma-Aldrich

Captopril

meets USP testing specifications

Synonym(s):

N-[(S)-3-Mercapto-2-methylpropionyl]-L-proline

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About This Item

Empirical Formula (Hill Notation):
C9H15NO3S
CAS Number:
62571-86-2
Molecular Weight:
217.29
Beilstein:
477887
EC Number:
263-607-1
MDL number:
MFCD00168073
UNSPSC Code:
41116107
PubChem Substance ID:
24893111
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

200

Agency

USP/NF
meets USP testing specifications

Assay

97.5-102.0% dry basis

form

crystalline

mp

104-108 °C (lit.)

storage temp.

room temp

SMILES string

C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O

InChI

1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1

InChI key

FAKRSMQSSFJEIM-RQJHMYQMSA-N

Gene Information

human ... ACE(1636) , ECE1(1889)
rat ... Ace(24310)

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Biochem/physiol Actions

Angiotensin converting enzyme inhibitor. Inhibits the formation of angiotensin II, a bioactive peptide that stimulates angiogenesis and increases microvessel density.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H341,H360F

Hazard Classifications

Muta. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000395076
0000392540
0000390085
0000388051
0000368388

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Peter Vella et al.
Bioorganic & medicinal chemistry letters, 21(11), 3282-3285 (2011-05-04)
The emergence of metallo-β-lactamases (MBLs) capable of hydrolysing a broad spectrum of β-lactam antibiotics is particularly concerning for the future treatment of bacterial infections. This work describes the discovery of lead compounds for the development of new inhibitors using a
Donna H Lee et al.
American journal of physiology. Cell physiology, 304(2), C147-C163 (2012-11-02)
The renal distal tubule Na-Cl cotransporter (NCC) reabsorbs <10% of the filtered Na(+) but is a key control point for blood pressure regulation by angiotensin II (ANG II), angiotensin-converting enzyme inhibitors (ACEI), and thiazide diuretics. This study aimed to determine
Wenna Zhao et al.
Journal of ethnopharmacology, 145(1), 187-192 (2012-11-13)
ETHNOPHARMACOLOGICA RELEVANCE: Picrasma quassiodes (D. Don) Benn. (PQB) is a widely used herbal medicine used for gastroenteritis, snakebite, infection and hypertension in China. The aim of the study was to investigate the possible antihypertensive mechanisms on spontaneously hypertensive rats (SHR)
Alexandre Persu et al.
PloS one, 8(4), e59537-e59537 (2013-04-06)
Angiotensin-converting enzyme (ACE) (EC 4.15.1) metabolizes many biologically active peptides and plays a key role in blood pressure regulation and vascular remodeling. Elevated ACE levels are associated with different cardiovascular and respiratory diseases. Two Belgian families with a 8-16-fold increase
Faridoon et al.
Bioorganic & medicinal chemistry letters, 22(1), 380-386 (2011-11-26)
The production of β-lactamases is an effective strategy by which pathogenic bacteria can develop resistance against β-lactam antibiotics. While inhibitors of serine-β-lactamases are widely used in combination therapy with β-lactam antibiotics, there are no clinically available inhibitors of metallo-β-lactamases (MBLs)
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