1-{[(4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-argin ylglycinamide

Basic Information

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CAS Number

16679-58-6

Molecular Formula

C46H64N14O12S2

Molecular Weight

1069.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Solubility

H2O: soluble20mg/mL, clear, colorless

Specific Rotation

D25 +85.5 ± 2° (calculated for the free peptide)

SMILES

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C1CC(N(C1)C(=O)C2CSSCCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N

InChI

InChI=1S/C46H64N14O12S2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52)/t28-,29-,30-,31-,32-,33-,34-/m0/s1

InChIKey

NFLWUMRGJYTJIN-NXBWRCJVSA-N

LogP

-4.132030000000016

Topological Polar Surface Area

435.4099999999999 Å²

Hydrogen Bond Donor/Acceptor

18 / 26

Complexity

2040

Safety Information

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GHS Hazard Pictograms

H332

Hazard Statement

H332 Harmful if inhaled
Acute toxicity, inhalation

Synonyms & References

English

Desmopresina (INN-Spanish)
16679-58-6
EINECS 240-726-7
DDAVP
1-(3-mercaptopropionic acid)-8-D-arginine-vasopressin
Deamino Arginine Vasopressin
Desamino-8-D-arginine vasopressin, l-
Desmopressin [INN:BAN]
Desmopresina
Vasopressin, 1-(3-mercaptopropanoic acid)-8-D-arginine-
iaminomethylidene)-D-ornithylglycinamide
H01BA02
DESMOPRESSIN
EX-A4284
Desmopressine [INN-French]
SER120
DTXSID1048259
(S)-1-((4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)-N-((R)-1-(2-amino-2-oxoethylamino)-5-guanidino-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
SCHEMBL14027607
SER-120
DESMOPRESSIN [MI]
1-Desamino-8-D-arginine vasopressin
DESMOPRESSIN (MART.)
NFLWUMRGJYTJIN-PNIOQBSNSA-N
desmopressina
DESMOPRESSIN [VANDF]
Desmopressine
UNII-ENR1LLB0FP
AC-35742
1-deamino,D-AVP
DESMOPRESSIN [INN]

MDL Number

MFCD00080163

Customs Code

2937190090

FAQ

What are the physical and chemical properties of 1-{[(4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide (CAS: 16679-58-6)?

This compound is a complex organic molecule with a high molecular weight, approximately 1200 g/mol. It exhibits significant solubility in polar solvents such as water and ethanol. Reactivity is moderate, with potential for hydrolysis and nucleophilic substitution reactions. The compound exists in a crystalline form, with a melting point around 250°C. It is stable under normal storage conditions but should be protected from moisture and light.

How is 1-{[(4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide (CAS: 16679-58-6) typically synthesized?

This compound can be synthesized through a multi-step process involving the coupling of amino acids and cyclic peptides. Key steps include the formation of amide bonds and the introduction of the specific substituents such as amino and hydroxy groups. The synthesis typically requires the use of protecting groups to control reactivity and ensure selective modifications. High-yield methods often involve the use of solid-phase synthesis with appropriate catalysts and solvents.

What industries use 1-{[(4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide (CAS: 16679-58-6)?

This compound has potential applications in the pharmaceutical industry due to its complex structure and specific functional groups. It may be used as a precursor in the development of novel drugs or as a building block in the synthesis of biologically active molecules. In addition, it could be used in the development of advanced polymers and sensors, although its specific use cases in these industries are not yet well-documented.

What precautions should be taken when handling 1-{[(4R,7S,10S,13S,16S)-7-(2-Amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide (CAS: 16679-58-6)?

Proper handling of this compound requires adherence to standard laboratory safety protocols. Wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to avoid inhalation of any fumes. Store the compound in a cool, dry place, away from direct sunlight and moisture. In case of a spill, immediately clean up with appropriate absorbent materials and rinse the area with water. Refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.