Nafarelin

Product Name: Nafarelin
CAS No.: 76932-56-4
Chemical Name: Nafarelin
Synonyms: C07613;Nasanyl;Nacenyl;Synarel;RS-94991;AI314925;Synrelina;NAFARELIN;AI3 14925;AI3-14925
CBNumber: CB4246893
Molecular Formula: C66H83N17O13
Formula Weight: 1322.47
MOL File: 76932-56-4.mol

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Nafarelin Property

Density: 1.49±0.1 g/cm3(Predicted)
solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
pka: 9.82±0.15(Predicted)
form: Solid
color: White to Off-White
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
SMILES: C(CNC([C@H]1N(CCC1)C([C@@H](NC([C@@H](NC([C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H]1NC(CC1)=O)=O)CC1=CNC=N1)=O)CC1=CNC2C=CC=CC=21)=O)CO)=O)CC1=CC=C(C=C1)O)=O)CC1C=C2C(=CC=1)C=CC=C2)=O)CC(C)C)=O)CCCNC(=N)N)=O)=O)(=O)N

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Safety

HS Code: 3504009000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H360May damage fertility or the unborn child

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N-Bromosuccinimide Price

Usbiological

Product number: 255938
Product name: Nafarelin
Packaging: 1mg
Price: $389
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0000035
Product name: NAFARELIN
Purity: 95.00%
Packaging: 8MG
Price: $870.17
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FN65097
Product name: Nafarelin acetate
Packaging: 50mg
Price: $263
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FN65097
Product name: Nafarelin acetate
Packaging: 10mg
Price: $75
Updated: 2021/12/16

AK Scientific

Product number: K335
Product name: Nafarelin acetate salt hydrate
Packaging: 5mg
Price: $112
Updated: 2021/12/16

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Nafarelin Chemical Properties,Usage,Production

Description

Nafarelin is a gonadorelin analogue. It produces an initial phase of stimulation followed by down-regulation of gonadotrophin-releasing hormone receptors, thus reducing the release of FSH and LH, leading to inhibition of androgen and oestrogen production.

Chemical Properties

Nafarelin is a synthetic analogue of gonadotrophin-releasing hormone (GnRH), which is about 200 times more potent than the native hormone and is more resistant to proteolysis Chrisp and Goa (1990), Parker and Schimmer (2001). Like GnRH, it binds with high affinity to the GnRH receptor on anterior pituitary cells, where it acts as an agonist.

Originator

Nafarelin Acetate,Bachem AG

Uses

LHRH agonist.

brand name

Synarel (Searle).

Therapeutic Function

Gonadotropic

Biological Functions

Acutely, Nafarelin stimulates the secretion of LH and FSH from the anterior pituitary, but prolonged, continuous exposure leads to inhibition of secretion by desensitization of the pituitary gonadotropes Vickery (1985). The initial stimulation of gonadotrophin secretion results in an increase in serum concentrations of estradiol in females and testosterone in males. These then decrease to very low concentrations equivalent to those found in menopausal women and castrated men respectively.

Clinical Use

Nafarelin has potential wide therapeutic applications in the treatment of endometriosis, uterine leiomyoma (fibroids), malignant neoplasms, and in assisted reproduction protocols. However, its use is currently restricted to the treatment of endometriosis and in assisted reproduction protocols.

Side effects

Nafarelin does not have the same androgenic adverse effects as danazol, but it can cause menopausal symptoms. The most commonly reported symptoms are hot flushes, vaginal dryness, altered libido and headaches. Treatment for 6 months results in a loss of bone density. The vertebral trabecular bone density falls by nearly 9% and may not return to normal after treatment. Nafarelin also has a similar effect to oestrogen deficiency on blood lipids e.g. concentrations of total cholesterol and triglycerides may increase.

Synthesis

i. 1 mmol from preparation A was placed in the reaction vessel of a 5 L Vega 296 automatic solid phase peptide synthesizer.
ii. Following amino acids were added to the Preparation A resin:
Nα-Boc-Pro 2 equiv.
Nα-Boc-Arg 2 equiv.
Nα-Boc-Leu 2 equiv.
Nα-Boc-D-NaI 1.5 equiv.
Nα-Boc-Tyr 1.5 quiv
Nα-Boc-Ser(tBu) 2 equiv.
Nα-Boc-Trp 1.75 equiv.
Nα-Boc-His(tos) 1.75 equiv.
(pyro)Glu 2.5 equiv.
iii. Crude peptide was dissolved in 2M acetic acid and converted to acetate salt by passage through a column of AG3-X4A resin.
iv. Acetate was dissolved in minimal amount of methanol.
v. It was then reprecipitated using acetone.
vi. It was then purified using HPLC to get the Nafarelin.

Nafarelin Preparation Products And Raw materials

Raw materials

Ethyl acetamidocyanoacetate Benzhydrylamine

Preparation Products

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Nafarelin Suppliers

China 166 Europe 2 Germany 1 India 3 United Kingdom 8 United States 21 Global 201

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View Lastest Price from Nafarelin manufacturers

hebei hongtan Biotechnology Co., Ltd

Product: Nafarelin 76932-56-4
Price: US $30.00/box
Min. Order: 1box
Purity: 98%
Supply Ability: 2000kg
Release date: 2024-03-21

Shanghai Yunao International Trade Co., Ltd

Product: (D-2-Nal6)-LHRH acetate salt 76932-56-4
Price: US $50.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 500t
Release date: 2023-10-12

Shanghai Yunao International Trade Co., Ltd

Product: (D-2-Nal6)-LHRH acetate salt 76932-56-4
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 1000000000000
Release date: 2023-10-11

76932-56-4, NafarelinRelated Search:

Leuprorelin acetate Glucagon Desmopressin Lypressin Gonadorelin acetate GLP-1 (7-37) Angiotensin acetate Deslorelin Taspoglutide Lixisenatide Nafarelin Acetate Nafarelin Gonadorelin Nafarelin Acetate (NAF) PYR-HIS-TRP-SER-TYR-D-ALA-LEU-ARG-PRO-NHET 3-(NAPHTHALEN-2-YL)PROPAN-1-AMINE PYR-HIS-TRP-SER-TYR-D-ALA-LEU-ARG-PRO-GLY-NH2 NAFARELIN ACETATE

(D-2-NAL6)-LHRH

NAFARELIN 98.0+%

Nafareline

C07613

Pyr-His-Trp-Ser-Tyr-D-2-Nal-Leu-Arg-Pro-Gly-NH2 acetate salt

Nacenyl

Nasanyl

RS-94991-298

Synarel

Synrelina

ala(2-naphthyl)(6)-lhr

PYR-HIS-TRP-SER-TYR-D-2-NAL-LEU-ARG-PRO-GLY-NH2

NAFARELIN

N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[2-[[(2-amino-2-oxoethyl)amino]-oxomethyl]-1-pyrrolidinyl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(2-naphthalenyl)-1-oxopro

Nafarelin, >98%

5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-3-(2-naphtyl)-D-Ala-L-Leu-L-Arg-L-Pro-Gly-NH2

RS-94991

76932-60-0 (Monoacetate (salt))

86220-42-0 (Acetate (salt), hydrate)

Lhrh, Ala(2-naphthyl)(6)-

Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)-

Nafarelin [inn:ban]

Nafarelina

Nafarelina [spanish]

(D-2-Nal6)-LHRH Nafarelin

6-(3-(2-naphthalenyl)-d-alanine)-luteinizinghormone-releasingfactor(pig

6-(3-(2-naphthalenyl)-d-alanine)luteinizinghormone-releasingfactor(pig)

Nafarelin Acetate|(D-2-Nal6)-LHRH

Luteinizing hormone-releasing factor (swine), 6-[3-(2-naphthalenyl)-D-alanine]-

Nafarelin USP/EP/BP

(D-2-Nal6)-LHRH acetate salt

TIANFU-CHEM_Nafarelin 76932-56-4 99.0%

Nafarelin Acetate, Nafarelina

AI3 14925

AI314925

AI3-14925

76932-56-4

C66H83N17O13

hormones