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
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
Safety
- HS Code
- 3504009000
N-Bromosuccinimide Price
- Product number
- 255938
- Product name
- Nafarelin
- Packaging
- 1mg
- Price
- $389
- Updated
- 2021/12/16
- Product number
- API0000035
- Product name
- NAFARELIN
- Purity
- 95.00%
- Packaging
- 8MG
- Price
- $870.17
- Updated
- 2021/12/16
- Product number
- FN65097
- Product name
- Nafarelin acetate
- Packaging
- 50mg
- Price
- $263
- Updated
- 2021/12/16
- Product number
- FN65097
- Product name
- Nafarelin acetate
- Packaging
- 10mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- K335
- Product name
- Nafarelin acetate salt hydrate
- Packaging
- 5mg
- Price
- $112
- Updated
- 2021/12/16
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
Nafarelin Suppliers
- Tel
- +91-22-26355700
- Fax
- +91-22-26355701
- info@clearsynth.com
- Country
- India
- ProdList
- 9679
- Advantage
- 58
- Tel
- --
- Fax
- --
- info@manusaktteva.in
- Country
- India
- ProdList
- 581
- Advantage
- 34
View Lastest Price from Nafarelin manufacturers
- Product
- Nafarelin 76932-56-4
- Price
- US $30.00/box
- Min. Order
- 1box
- Purity
- 98%
- Supply Ability
- 2000kg
- Release date
- 2024-03-21
- 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
- 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