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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

Preparation Products

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Nafarelin Suppliers

Cellmano Biotech Limited
Tel
0551-65326643 18156095617
Fax
0551-65326641
Email
info@cellmano.com
Country
China
ProdList
1011
Advantage
55
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8141
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6013
Advantage
61
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2127
Advantage
70
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15421
Advantage
60
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4531
Advantage
62
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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
Henan Tengmao Chemical Technology Co. LTD
Product
Nafarelin 76932-56-4
Price
US $110.00-90.00/kilogram
Min. Order
1kilogram
Purity
99%
Supply Ability
10 tons/per week
Release date
2023-12-08
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

76932-56-4, NafarelinRelated Search:


  • (D-2-NAL6)-LHRH
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  • 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
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  • 86220-42-0 (Acetate (salt), hydrate)
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  • Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)-
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  • AI314925
  • AI3-14925
  • 76932-56-4
  • C66H83N17O13
  • hormones