Lisinopril R,S,S-diketopiperazine

HCID 29982753CAS 219677-82-4

Completing data — usually done within a minute

Substructure search Find similar structures

Basic information

Standard SMILES: NCCCC[C@H]1C(=O)N2CCC[C@@H]2C(=O)N1[C@@H](CCc1ccccc1)C(=O)O
InChIKey: FUEMHWCBWYXAOU-SQNIBIBYSA-N
Molecular formula: C21H29N3O4
Average molar mass: 387.48 g/mol
Monoisotopic mass: 387.21580641

Names & identifiers

Preferred name: Lisinopril R,S,S-diketopiperazine
IUPAC: (2S)-2-[(3S,8aR)-3-(4-Aminobutyl)-1,4-dioxohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-4-phenylbutanoic acid
English name: Lisinopril R,S,S-Diketopiperazine
Molecular formula: C21H29N3O4
Molecular weight: 387.47

Names & synonyms

Lisinopril EP IMpurity DLsinopril imp DLisinopril-EP-Imp-DLisinopril diketopipirazineLisinopril specified impurity DLisinopril R,S,S-DiketopiperazineLisinopril Dihydrate EP Impurity D(2S)-2-[(3S,8aR)-3-(4-Aminobutyl)-1Lisinopril (S,S,R)-Diketopiperazine (~90%)LisinoprilEPImpurityDHCl-DiketopiperazineHCl)

Database identifiers

CAS: 219677-82-4
PubChem CID: 29982753
DTXSID: DTXSID60176376
ChEBI: CHEBI:191125
UNII: 3YLW25P64O
Nikkaji: J1.550.012C

Properties

Physicochemical properties

Melting point: 214 oC · >214oC (dec.)
Boiling point: 650.8 · 650.8±55.0 °C(Predicted)
Density: 1.27 · 1.27±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka: 3.56 · 3.56±0.10(Predicted)
form: Solid
color: White to Off-White
Stability: Hygroscopic
Major Application: pharmaceutical
InChI: 1S/C21H29N3O4/c22-13-5-4-9-17-19(25)23-14-6-10-16(23)20(26)24(17)18(21(27)28)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18H,4-6,9-14,22H2,(H,27,28)/t16-,17+,18+/m1/s1
InChIKey: FUEMHWCBWYXAOU-SQNIBIBYSA-N
SMILES: [N+H3]CCCC[C@@H]1N(C(=O)[C@@H]3N(CCC3)C1=O)[C@@H](CCc2ccccc2)C(=O)[O-]
FDA UNII: 3 YLW25P64O · 3YLW25P64O
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 280 · P280-P305+P351+P338
WGK Germany: 3 · WGK 3
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

Safety data

wgk: WGK 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications

UsesLisinopril impurity

UsesLisinopril (S,S,R)-Diketopiperazine (Lisinopril EP Impurity D) is an impurity of Lisinopril (L468985), an orally active angiotensin-converting enzyme (ACE) inhibitor (1).

Suppliers42 total

济南百隆化学有限公司[email protected] · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]

广州隽唐科技有限公司020-36607679 13502246435 · [email protected]

Additional notes

DefinitionChEBI: Lisinopril (8r,s)-diketopiperazine is a dipeptide.

Related reactions

0 records

New reaction record

No reaction records under the current filter.

Linked notes

Loading…