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Cas Database

434-22-0

434-22-0

Identification

  • Product Name:Nandrolone

  • CAS Number: 434-22-0

  • EINECS:207-101-0

  • Molecular Weight:274.403

  • Molecular Formula: C18H26O2

  • HS Code:29372900

  • Mol File:434-22-0.mol

Synonyms:Estr-4-en-3-one,17b-hydroxy- (8CI);(+)-19-Nortestosterone;(17b)-19-Nortestosterone;17b-Hydroxy-19-nor-4-androsten-3-one;17b-Hydroxyestr-4-en-3-one;17b-Nandrolone;17b-Nortestosterone;19-Nor-17b-hydroxy-3-ketoandrost-4-ene;19-Norandrostenolone;19-Nortestosterone;4-Estren-17b-ol-3-one;4-Estren-3-one-17b-ol;Menidrabol;NSC 3351;Nandrolon;Norandrostenolon;Norandrostenolone;Nortestonate;Nortestosterone;Oestrenolon;d-13b-Methyl-17b-hydroxygon-4-en-3-one;D4-Estren-17b-ol-3-one;Estr-4-en-3-one,17-hydroxy-, (17b)-;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn,T,F

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH312 Harmful in contact with skin H332 Harmful if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:Usbiological
  • Product Description:19-Nortestosterone
  • Packaging:500ul
  • Price:$ 523
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Usbiological
  • Product Description:17b-19-Nortestosterone
  • Packaging:500ul
  • Price:$ 393
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Nandrolone British Pharmacopoeia (BP) Reference Standard
  • Packaging:
  • Price:$ 190
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Nandrolone British Pharmacopoeia (BP) Reference Standard
  • Packaging:bp257
  • Price:$ 190
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:19-Nortestosterone
  • Packaging:1g
  • Price:$ 155
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Nandrolone solution 1.0?mg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant?
  • Packaging:1 mL
  • Price:$ 133
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Nandrolone solution 1.0mg/mL in acetonitrile, ampule of 1mL, certified reference material
  • Packaging:050-1ml
  • Price:$ 129
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Nandrolone United States Pharmacopeia (USP) Reference Standard
  • Packaging:50mg
  • Price:$ 1310
  • Delivery:In stock
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  • Manufacture/Brand:DC Chemicals
  • Product Description:Nandrolone >98%
  • Packaging:1 g
  • Price:$ 400
  • Delivery:In stock
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  • Manufacture/Brand:DC Chemicals
  • Product Description:Nandrolone >98%
  • Packaging:250 mg
  • Price:$ 200
  • Delivery:In stock
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Relevant articles and documentsAll total 24 Articles be found

A New Synthesis of 19-Nor Steroids via 2,4-Dibromoestrogens

Numazawa, Mitsuteru,Hoshi, Kumiko,Kimura, Katsuhiko

, p. 490 - 491 (1987)

19-Nor steroids (7) and (8) have been synthesised via oxidation of 2,4-dibromoestrogens (1) and (2) with nitric acid followed by hydrogenation over palladium-on-charcoal and subsequent treatment with Nafion-H.

Microbial transformation of nandrolone decanoate by acremonium strictum

Yazdi, Mojtaba Tabatabaei,Zanjanian, Seyedeh Maryam,Faramarzi, Mohammad Ali,Amini, Mohsen,Amani, Amir,Abdi, Khosrou

, p. 473 - 476 (2006)

Estr-4-en-3,17-dione II, 17β-hydroxyestr-4-en-3-one III, 15α-hydroxyestr-4-en-3,17-dione IV, and 15α,17β-dihydroxyestr- 4-en-3-one V were produced by microbial transformation of nandrolone decanoate I in the culture of Acremonium strictum PTCC 5282. Bioconversion characteristics observed were ester hydrolysis, oxidation, and hydroxylation. Each microbial product was purified chromatographically and characterized on the basis of spectral data obtained from 1H-NMR, 13C-NMR, FT-IR, MS, and physical constants such as melting point and optical rotation.

Where does hydrolysis of nandrolone decanoate occur in the human body after release from an oil depot?

Kalicharan,Bout,Oussoren,Vromans

, p. 721 - 728 (2016)

Long-term therapy of nandrolone (N) is recommended to increase mineral density and muscle strength. Using a parenteral sustained release drug formulation with nandrolone decanoate (ND), therapeutic N levels can be achieved and maintained. Until now, it is unknown if hydrolysis of ND into N occurs in tissue at the injection site or after systemic absorption. Therefore, hydrolysis studies were conducted to investigate the location and rate of ND hydrolysis after its release from the oil depot. ND hydrolysis was studied in porcine tissues, to mimic the human muscular and subcutaneous tissues. Additionally, the ND hydrolysis was studied in human whole blood, plasma and serum at a concentration range of 23.3–233.3?μM. ND hydrolysis only occurred in human whole blood. The hydrolysis did not start immediately, but after a lag time. The mean lag time for all studied concentrations was 34.9?±?2.5?min. Because of a slow penetration into tissue, hydrolysis of ND is found to be very low in surrounding tissue. Therefore the local generation of the active compound is clinically irrelevant. It is argued that after injection of the oil depot, ND molecules will be transported via the lymphatic system towards lymph nodes. From here, it will enter the central circulation and within half an hour it will hydrolyse to the active N compound.

Extreme electric fields power catalysis in the active site of ketosteroid isomerase

Fried, Stephen D.,Bagchi, Sayan,Boxer, Steven G.

, p. 1510 - 1514 (2014)

Enzymes use protein architecture to impose specific electrostatic fields onto their bound substrates, but the magnitude and catalytic effect of these electric fields have proven difficult to quantify with standard experimental approaches. Using vibrational Stark effect spectroscopy, we found that the active site of the enzyme ketosteroid isomerase (KSI) exerts an extremely large electric field onto the C=O chemical bond that undergoes a charge rearrangement in KSI's rate-determining step. Moreover, we found that the magnitude of the electric field exerted by the active site strongly correlates with the enzyme's catalytic rate enhancement, enabling us to quantify the fraction of the catalytic effect that is electrostatic in origin. The measurements described here may help explain the role of electrostatics in many other enzymes and biomolecular systems.

SYNTHESIS OF OPTICALLY ACTIVE (+)-19-NORTESTOSTERONE BY ASYMMETRIC BIS-ANNULATION REACTION

Shimizu, Isao,Naito, Yoichiro,Tsuji, Jiro

, p. 487 - 490 (1980)

Michael reaction of 1,7-octadien-3-one with 2-methylcyclopentane-1,3-dione, followed by intramolecular aldol condensation promoted by L-amino acids produced the optically active (+)-4-(3-butenyl)-7a-methyl-5,6,7,7a-tetrahydro-indane-1,5-dione in high chem

Nitrobenzene as hydrogen acceptor in Pd/C-catalyzed hydrogen transfer reaction

Tanaka, Takanori,Kawabata, Hirotoshi,Hayashi, Masahiko

, p. 4989 - 4991 (2005)

Nitrobenzene was found to work as an efficient hydrogen acceptor in the oxidation of allylic alcohols to give the corresponding enones in high yields.

Preparation method of [3-14C] marked 17alpha-estradiol

-

Paragraph 0089; 0098-0099, (2019/06/07)

The invention belongs to the technical field of synthesis of compounds marked by radioisotope 14C, and provides a preparation method of [3-14C] marked 17alpha-estradiol. The preparation method includes the following steps that 17beta-acylated elollactone and 14C marked acetylchloride serve as starting materials, and a condensation reaction, a primary hydrolysis reaction, a Mitsunobu reaction, an aromatization reaction and a secondary hydrolysis reaction are carried out to obtain [3-14C] marked 17alpha-estradiol. The method has the advantages that the synthesis cost is low, the line is short and the product yield is high. Besides, the preparation method is easy to operate and suitable for large-scale production.

Regio- and stereoselective reduction of 17-oxosteroids to 17β-hydroxysteroids by a yeast strain Zygowilliopsis sp. WY7905

Liu, Yuanyuan,Wang, Yu,Chen, Xi,Wu, Qiaqing,Wang, Min,Zhu, Dunming,Ma, Yanhe

, p. 17 - 24 (2016/12/22)

The reduction of 17-oxosteroids to 17β-hydroxysteroids is one of the important transformations for the preparation of many steroidal drugs and intermediates. The strain Zygowilliopsis sp. WY7905 was found to catalyze the reduction of C-17 carbonyl group of androst-4-ene-3,17-dione (AD) to give testosterone (TS) as the sole product by the constitutive 17β-hydroxysteroid dehydrogenase (17β-HSD). The optimal conditions for the reduction were pH 8.0 and 30 °C with supplementing 10 g/l glucose and 1% Tween 80 (w/v). Under the optimized transformation conditions, 0.75 g/l AD was reduced to a single product TS with >90% yield and >99% diastereomeric excess (de) within 24 h. This strain also reduced other 17-oxosteroids such as estrone, 3β-hydroxyandrost-5-en-17-one and norandrostenedione, to give the corresponding 17β-hydroxysteroids, while the C-3 and C-20 carbonyl groups were intact. The absence of by-products in this microbial 17β-reduction would facilitate the product purification. As such, the strain might serve as a useful biocatalyst for this important transformation.

C-20 STEROID COMPOUNDS, COMPOSITIONS AND USES THEREOF TO TREAT TRAUMATIC BRAIN INJURY (TBI), INCLUDING CONCUSSIONS

-

, (2016/04/09)

The present invention relates to C-20 steroid compounds, compositions and methods of use thereof to treat, minimize and/or prevent traumatic brain injury (TBI), including severe TBI, moderate TBI and mild TBI, including concussions.

Process route upstream and downstream products

Process route

estra-4-ene-3,17-dione
734-32-7

estra-4-ene-3,17-dione

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With sodium tetrahydroborate; In methanol; dichloromethane; at -78 ℃; for 6h;
75%
With sodium tetrahydroborate; air; In methanol; at 0 ℃; for 1h;
60%
With zygowilliopsis sp. WY7905; In aq. phosphate buffer; at 30 ℃; for 24h; pH=8; stereoselective reaction; Enzymatic reaction;
53%
3β-tertiarybutoxy-1,2,3,3a,4,5,8,9,9aβ, 9bα-decahydro-6-[2-(2-methyl-1,3-dioxolan-2-yl)-ethyl]-3aβ-methyl-7H-benz[e]inden-7-one
24157-07-1,27601-48-5,57246-92-1,139973-49-2

3β-tertiarybutoxy-1,2,3,3a,4,5,8,9,9aβ, 9bα-decahydro-6-[2-(2-methyl-1,3-dioxolan-2-yl)-ethyl]-3aβ-methyl-7H-benz[e]inden-7-one

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
3β-tertiarybutoxy-1,2,3,3a,4,5,8,9,9aβ, 9bα-decahydro-6-[2-(2-methyl-1,3-dioxolan-2-yl)-ethyl]-3aβ-methyl-7H-benz[e]inden-7-one; With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; at 30 ℃; for 6h;
With hydrogenchloride; In water; for 2h; Reflux;
66.8%
C<sub>26</sub>H<sub>30</sub>O<sub>5</sub>

C26H30O5

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With potassium hydroxide; In ethanol; water; at 95 ℃; for 20h;
(8R,9S,10R,13S,14S,17S)-13-Methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

(8R,9S,10R,13S,14S,17S)-13-Methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With nitrobenzene; palladium on activated charcoal; In acetonitrile; at 80 ℃; for 72h;
63%
3-methoxy-17-hydroxyestra-2,5<sup>(10)</sup>-diene
1091-93-6

3-methoxy-17-hydroxyestra-2,5(10)-diene

hexan-1-ol
111-27-3

hexan-1-ol

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With hydrogenchloride; In methanol; water; benzene;
3-methoxy-17-hydroxyestra-2,5<sup>(10)</sup>-diene
1091-93-6

3-methoxy-17-hydroxyestra-2,5(10)-diene

hexane-diethyl ether

hexane-diethyl ether

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With hydrogenchloride; In methanol; water; benzene;
C<sub>18</sub>H<sub>25</sub>IO<sub>2</sub>

C18H25IO2

iodomethylbenzoate
13943-33-4

iodomethylbenzoate

C<sub>26</sub>H<sub>32</sub>O<sub>4</sub>

C26H32O4

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With manganese; copper dichloride; In tetrahydrofuran; water;
3-methoxy-17-hydroxyestra-2,5<sup>(10)</sup>-diene
1091-93-6

3-methoxy-17-hydroxyestra-2,5(10)-diene

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With hydrogenchloride; In methanol; for 2h; Heating;
70%
With hydrogenchloride;
des-A-17β-t-butyldimethylsilyloxy-10-(3',3'-dioxyethylene butyl)estran-5-one

des-A-17β-t-butyldimethylsilyloxy-10-(3',3'-dioxyethylene butyl)estran-5-one

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
With hydrogenchloride; In 1,4-dioxane; for 5h; Heating;
77.86%
tri-tert.-butoxylithium aluminum hydride

tri-tert.-butoxylithium aluminum hydride

estra-4-ene-3,17-dione
734-32-7

estra-4-ene-3,17-dione

19-nortestosterone
434-22-0

19-nortestosterone

Conditions
Conditions Yield
In tetrahydrofuran;

Global suppliers and manufacturers

Global( 61) Suppliers
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Shanghai Apeptide Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-60871011
  • Emails:sales@apeptide.com
  • Main Products:1
  • Country:China (Mainland)
  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
  • Country:China (Mainland)
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