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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/REAXYS Number:
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

signalword

Danger

Hazard Classifications

Muta. 2 - Repr. 1B

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SLCM1503
SLBX5001
SLBM6819V
SLBF3962V
090M1440V

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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
Shir Lin Koh et al.
The Journal of surgical research, 179(1), 66-71 (2012-11-01)
Partial hepatectomy is the preferred option for selected patients with colorectal cancer liver metastases (CRCLM). Sufficient liver regeneration (LR) is essential for a successful outcome in these patients. The blockade of the renin-angiotensin system (RAS) reduces the growth of several
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
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
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)
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