62571-86-2
Product Name:
Captopril
Formula:
C9H15NO3S
Synonyms:
[2S]-1-[3-Mercapto-2-methylpropionyl]-L-proline, SQ-14225;N-[(S)-3-Mercapto-2-methylpropionyl]-L -proline;Captopril;Captopril - CAS 62571-86-2 - Calbiochem
Inquiry
CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | White to off-white, crystalline powder |
| Odor | Slight sulfurous odor |
| Melting Point | 103-104 |
| Solubility | Freely soluble |
| LogP | 0.34 |
| Stability/Shelf Life | Stable under recommended storage conditions. |
| Optical Rotation | Specific optical rotation: -131.0 deg at 22 °C/D (c = 1.7 in ethanol) |
| Decomposition | When heated to decomposition it emits every toxic fumes of /nitrogen oxides and sulfur oxides/ |
| Dissociation Constants | pKa1 = 3.7; pKa2 = 9.8 |
| Collision Cross Section | 142.5 Ų [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)] |
| Kovats Retention Index | 1926 |
| Other Experimental Properties | Generally regarded as polymorphic: stable form, MP 106 °C; unstable form MP 86 °C; also reported as MP 87-88 °C, resolidifies, second MP 104-105 °C |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Health Hazard GHS08 |
| GHS Hazard Statements |
H341:Germ cell mutagenicity |
| Precautionary Statement Codes |
P201:Obtain special instructions before use. P308+P313:IF exposed or concerned: Get medical advice/attention. |
COMPUTED DESCRIPTORS
| Molecular Weight | 217.29 g/mol |
|---|---|
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 217.07726451 g/mol |
| Monoisotopic Mass | 217.07726451 g/mol |
| Topological Polar Surface Area | 58.6 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 244 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Captopril is a L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It is a pyrrolidinemonocarboxylic acid, a N-acylpyrrolidine, an alkanethiol and a L-proline derivative.