Nafarelin | CAS No. 76932-56-4

Nafarelin

Basic Information

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CAS Number

76932-56-4

Molecular Formula

C66H83N17O13

Molecular Weight

1322.5 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

SMILES

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CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)C(CC2=CC3=CC=CC=C3C=C2)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8

InChI

InChI=1S/C66H83N17O13/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71)/t46-,47-,48-,49-,50+,51-,52-,53-,54-/m0/s1

InChIKey

RWHUEXWOYVBUCI-ITQXDASVSA-N

LogP

-1.4132300000000093

Topological Polar Surface Area

472.1299999999999 Å²

Hydrogen Bond Donor/Acceptor

19 / 30

Complexity

2730

Safety Information

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GHS Hazard Pictograms

H360

Hazard Statement

H360 May damage fertility or the unborn child
Reproductive toxicity

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

LHRH, Ala(2-naphthyl)(6)-
5-OXOPRO-HIS-TRP-SER-TYR-D-NAL(2)-LEU-ARG-PRO-GLY-NH2
NAFARELIN [WHO-DD]
DTXSID001031284
(2S)-N-(2-amino-2-oxoethyl)-1-((2S,5S,8R,11S,14S,17S,20S)-2-(3-carbamimidamidopropyl)-11-(4-hydroxybenzyl)-14-(hydroxymethyl)-20-(1H-imidazol-4-ylmethyl)-17-(1H-indol-3-ylmethyl)-5-(2-methylpropyl)-8-(naphthalen-2-ylmethyl)-4,7,10,13,16,19,22-heptaoxo-22-((2S)-5-oxopyrrolidin-2-yl)-3,6,9,12,15,18,21-heptaazadocosan-1-oyl)pyrrolidine-2-carboxamide
HS-2018
BDBM84707
6-D-(2-naphthyl)alanyl-GnRH
CHEBI:7445
SCHEMBL22518
(6-D-(2-naphthyl)alanine)-GnRH
AKOS015895038
1X0094V6JV
76932-56-4
GTPL3902
NAFARELIN [MI]
BIDD:GT0760
H01CA02
Nafarelinum [Latin]
UNII-1X0094V6JV
NAFARELIN [VANDF]
DB00666
Nafarelinum (Latin)
5-oxo-L-prolyl L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolylglycinamide
NAFARELIN
Nafareline [French]
Nafarelina [Spanish]
NAFARELIN ACETATE
EN300-7480908
L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolyl-glycinamide
NS00078790

MDL Number

MFCD00871253

FAQ

What are the physical and chemical properties of Nafarelin (CAS: 76932-56-4)?

Nafarelin is a white or off-white crystalline solid with a molecular weight of approximately 814.7 Da. It is poorly soluble in water but soluble in organic solvents like methanol and ethanol. Nafarelin is chemically stable and has low reactivity under normal conditions. It is stable at room temperature but may degrade under high temperatures or in the presence of strong acids or bases.

How is Nafarelin (CAS: 76932-56-4) typically synthesized?

Nafarelin is synthesized through a multi-step process involving peptide coupling reactions and protection/deprotection steps. Commonly, the synthesis involves the use of Fmoc (9-fluorenylmethoxycarbonyl) protection for the amino groups, followed by coupling with the appropriate amino acid residues. The final product is then deprotected and purified using high-performance liquid chromatography (HPLC).

What industries use Nafarelin (CAS: 76932-56-4)?

Nafarelin is primarily used in the pharmaceutical industry for hormone therapy, particularly in the treatment of prostate cancer and endometriosis. It is also applied in research and development for its ability to modulate pituitary hormones. While not commonly used in polymers, sensors, or semiconductors, its properties make it suitable for laboratory research and specialized medical applications.

What precautions should be taken when handling Nafarelin (CAS: 76932-56-4)?

When handling Nafarelin, it is important to wear appropriate personal protective equipment (PPE), such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up immediately using absorbent materials, followed by rinsing the area with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.