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Nafarelin Acetate

Nafarelin Acetate structure

CAS No.: 86220-42-0

Chemical Name:: Nafarelin Acetate

Synonyms: NAFARELIN ACETATE;Nafarelin impurity;NAFARELIN ACETATE HYDRATE;Nafarelin Acetate n-Hydrate;Nafarelin acetate naphthalene;Nafarelin acetate salt hydrate;Nafarelin Acetate Hydrate (1:x:x);Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)-, acetate (salt), hydrate;Luteinizing hormone-releasing factor (swine), 6-(3-(2-naphthalenyl)-D-alanine)-, acetate (salt), hydrate;5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYL-3-(2-NAPHTHYL)-D-ALANYL-L-LEUCYL-L-ARGINYL-L-PROLYLGLYCINAMIDE ACETATE HYDRATE

CBNumber:: CB6154226

Molecular Formula:: C68H89N17O16

Molecular Weight:: 1400.54

MDL Number:: MFCD00895733

MOL File:: 86220-42-0.mol

MSDS File:: SDS

Last updated:2023-11-02 10:52:22

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Nafarelin Acetate Properties

Melting point	>181oC (dec.)
storage temp.	2-8°C
solubility	H2O: >5mg/mL
form	solid
color	white
FDA UNII	8ENZ0QJW4H
Proposition 65 List	Nafarelin Acetate
EPA Substance Registry System	Nafarelin acetate (86220-42-0)

SAFETY

Risk and Safety Statements

WGK Germany	3

Nafarelin Acetate price More Price(11)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	N7662	Nafarelin acetate salt hydrate ≥95% (HPLC), solid	86220-42-0	1mg	$187	2024-03-01	Buy
Usbiological	N0015-60	Nafarelin Acetate	86220-42-0	8mg	$496	2021-12-16	Buy
TRC	N190010	NafarelinAcetate	86220-42-0	250mg	$640	2021-12-16	Buy
TRC	N190010	NafarelinAcetate	86220-42-0	100mg	$305	2021-12-16	Buy
Biosynth Carbosynth	FN65097	Nafarelin acetate	86220-42-0	50mg	$263	2021-12-16	Buy

Product number	Packaging	Price	Buy
N7662	1mg	$187	Buy
N0015-60	8mg	$496	Buy
N190010	250mg	$640	Buy
N190010	100mg	$305	Buy
FN65097	50mg	$263	Buy

Nafarelin Acetate Chemical Properties,Uses,Production

Description

Nafarelin acetate is a synthetic decapeptide agonist analog of the natural gonadotropin-releasing hormone, differing in the amino acid at position 6 where D-naphthylalanine has been substituted for glycine. This substitution gives nafarelin greater potency and a substantially longer half-life than the endogenous hormone. Nafarelin acetate administered as a nasal spray, suppresses estrogen levels on repeated dosing and is indicated for the management of endometriosis. It also has orphan drug status for use in precocious puberty.

Originator

Syntex (USA)

Uses

Nafarelin Acetate is a gonadotropin-releasing hormone agonist. Treatment with Nafarelin improves sleep disturbances and anxiety-depression. Nafarelin is also used in the treatment of estrogen-dependent gynecologic disorders such as endometriosis and uterine leiomyomas.

Uses

LHRH agonist.

Manufacturing Process

In the reaction vessel of a Beckman 990 Peptide Synthesizer was placed 0.8 g (0.8 mmol) of benzhydrylamino-polystyrene-divinylbenzene resin (Lab Systems, Inc.) as described by Rivaille, supra. Amino acids were added sequentially to this resin by means of the usual methods of Boc-strategy of peptide synthesis on above copolymer.
The resin was coupled sequentially with a 2.5 molar excess of each protected amino acid and DCC. Thus, the resin was treated during successive coupling cycles with 0.433 g Boc-Gly-OH, 0.432 g Boc-Pro-OH, 0.857 g Boc-Arg(Tosyl)- OH, 0.462 g Boc-Leu-OH, 0,504 g Boc-3-(2-naphthyl)-D-alanine and 0.272 g 1-hydroxybenzotriazole, 0.724 g N-Boc, O-2-bromobenzoyloxycarbonyl-Ltyrosine, 0.59 g Boc-Ser(Benzyl)-OH, 0.608 g Boc-Trp-OH, 0.654 g BocHis(Tosyl)-OH and 0.524 g pyroglutamic acid. A coupling cycle for one amino acid and completeness of the reaction is checked by the ninhydrin method of E. Kaiser, et al., Anal. Biochem., 34, 595 (1970).
The resin was removed from the reaction vessel, washed with CH2Cl2, and dried in vacuo to yield 2.0 g of protected polypeptide resin.
The polypeptide product was simultaneously removed from the resin and completely deprotected by treatment with anhydrous liquid HF. A mixture of 2.0 g of protected polypeptide resin and 2 mL of anisole (scavenger) in a KelF reaction vessel was treated with 20 mL of redistilled (from CoF3) anhydrous liquid HF at 0°C for 30 minutes. The HF was evaporated under vacuum and the residue of (pyro)-Glu-His-Trp-Ser-Tyr-3-(2-naphthyl)-D-alanyl-Leu-ArgPro-Gly-NH2,as its HF salt, was washed with ether. The residue was then extracted with glacial acetic acid. The acetic acid extract was lyophilized to yield 0.8 g of crude material. The crude polypeptide was loaded on a 4x40 cm. Amberlite XAD-4 column (polystyrene-4% divinylbenzene copolymer) and eluted with a concave gradient from water (0.5 L) to ethanol (1 L). The tubes containing fractions from effluent volume 690 mL to 1,470 mL were pooled and stripped to dryness to yield 490 mg of partially purified polypeptide.
A 150 mg sample of the partially purified product was subjected to partition chromatography on a 3 times 50 cm. column of Sephadex G-25 using the solvent system 1-butanol/toluene/acetic acid/water containing 1.5% pyridine in the ratios 10:15:12:18. The pure fractions were pooled on the basis of thin layer chromatography (silica gel; BuOH/H2O/HOAc/EtOAc; 1:1:1:1) and HPLC (5 micron, reverse phase, octadecylsilyl packing; 40% 0.03 M NH4OAc/60% acetonitrile). The desired product came off the column in fractions from effluent volume 1,000 mL to 1,400 mL (Rf 0.1). The pure fractions were pooled, stripped to dryness, taken up in H2O, and lyophilized to yield 57 mg of pure pyro-glutamyl-histidyl-tryptophylseryl-tyrosyl-3-(2-naphthyl)-D-alanylleucyl-arginylprolyl-glycinamide, as its acetic acid addition salt, [α]D25-27.4° (c 0.9, HOAc), m.p. 185°-193°C (dec.).

brand name

Synarel (Searle).

Therapeutic Function

Gonadotropic

Clinical Use

Nafarelin acetate, contains D Nal(2)6 [Nal = 3-(2-naphthyl)-Ala] in place of Gly6, but the C-terminus, Gly10-NH2, is identical with natural GnRH. Nafarelin acetate is available as a 0.2% nasal spray for the relief of endometriosis. Estrogen, of course, is needed for the growth of endometrial tissue; thus, decreased estrogen leads to shrinkage of errant endometrial tissue. The observed side effects of nafarelin acetate are related to falling estrogen levels and include decreased libido, amenorrhea, hot flashes, and vaginal dryness. When used consistently, nafarelin acetate will inhibit ovulation and stop menstruation.
Nafarelin acetate also is used in children, male and female, for the treatment of central precocious puberty. By suppressing the release of LH, the estradiol or testosterone levels fall to prepubertal levels; early secondary sexual development is arrested, linear growth and skeletal maturation are slowed, and in girls, menstruation stops.

Nafarelin Acetate Preparation Products And Raw materials

Raw materials

Hydrogen fluoride BOC-Glycine 1-Boc-Pyrrolidine BOC-L-Leucine Boc-3-(2-Naphthyl)-D-alanine

BOC-L-Proline COBALT(III) FLUORIDE 1-Hydroxybenzotriazole N-[(tert-Butoxy)carbonyl]-L-tryptophan

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Preparation Products

Nafarelin Acetate Suppliers

Global( 61)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Zibo Hangyu Biotechnology Development Co., Ltd	+86-0533-2185556 +8617865335152	Mandy@hangyubiotech.com	China	11013	58
Cellmano Biotech Limited	0551-65326643 18156095617	info@cellmano.com	China	999	58
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12456	58
Career Henan Chemica Co	+86-0371-86658258 15093356674;	laboratory@coreychem.com	China	30255	58
ANHUI WITOP BIOTECH CO., LTD	+8615255079626	eric@witopchemical.com	China	23556	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6393	58
Wuhan Cell Pharmaceutical Co., Ltd	+86-13129979210 +86-13129979210	sales@cellwh.com	China	376	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
Shijiazhuang Jianxin Biotechnology Co., LTD	+undefined+86-17692708569	liyingjian1997@gmail.com	China	787	58
DONBOO AMINO ACID COMPANY	+8613063595538	donboo@donboo.com	China	9365	58

Supplier	Advantage
Zibo Hangyu Biotechnology Development Co., Ltd	58
Cellmano Biotech Limited	58
Hebei Mojin Biotechnology Co., Ltd	58
Career Henan Chemica Co	58
ANHUI WITOP BIOTECH CO., LTD	58
InvivoChem	58
Wuhan Cell Pharmaceutical Co., Ltd	58
Henan Bao Enluo International TradeCo.，LTD	58
Shijiazhuang Jianxin Biotechnology Co., LTD	58
DONBOO AMINO ACID COMPANY	58

View Lastest Price from Nafarelin Acetate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-01-02	Nafarelin Acetate 86220-42-0	US $90.00-900.00 / kg	10kg	0.99	20tons	Zibo Hangyu Biotechnology Development Co., Ltd
2023-05-27	Nafarelin Acetate 86220-42-0	US $45.00 / kg	1kg	99%	20tons	Henan Bao Enluo International TradeCo.，LTD
2023-05-20	Nafarelin Acetate 86220-42-0	US $0.00 / KG	1KG	99%	50000KG/month	Hebei Mojin Biotechnology Co., Ltd

Nafarelin Acetate
86220-42-0
US $90.00-900.00 / kg
0.99
Zibo Hangyu Biotechnology Development Co., Ltd

Nafarelin Acetate
86220-42-0
US $45.00 / kg
99%
Henan Bao Enluo International TradeCo.，LTD

Nafarelin Acetate
86220-42-0
US $0.00 / KG
99%
Hebei Mojin Biotechnology Co., Ltd

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NAFARELIN ACETATE HYDRATE 5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYL-3-(2-NAPHTHYL)-D-ALANYL-L-LEUCYL-L-ARGINYL-L-PROLYLGLYCINAMIDE ACETATE HYDRATE Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)-, acetate (salt), hydrate Luteinizing hormone-releasing factor (swine), 6-(3-(2-naphthalenyl)-D-alanine)-, acetate (salt), hydrate Nafarelin acetate naphthalene 5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolylglycinamide acetate salt hydrate Nafarelin acetate salt hydrate NAFARELIN ACETATE Nafarelin Acetate n-Hydrate Nafarelin Acetate Hydrate (1:x:x) Nafarelin impurity 5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYL-3-(2-NAPHTHYL)-D-ALANYL-L-LEUCYL-L-ARGINYL-L-PROLYLGLYCINAMIDE ACETATE HYDRATE 86220-42-0 86220-42-1 C66H83N17O13C2H4O2H2O C68H89N17O16