Progesterone supplier | CasNO.57-83-0

Name
Progesterone
EINECS 200-350-6
CAS No. 57-83-0
Article Data231
CAS DataBase
Density 1.08 g/cm³
Solubility <0.1 g/100 mL at 19 °C in water
Melting Point 128-132 °C(lit.)
Formula C₂₁H₃₀O₂
Boiling Point 447.2 °C at 760 mmHg
Molecular Weight 314.468
Flash Point 166.7 °C
Transport Information
Appearance Crystalline powder
Safety 36/37-45-53
Risk Codes 40-45
Molecular Structure
Hazard Symbols Xn, T
Synonyms Luteosan;Luteostab;Luteovis;Luteum;Lutex;Lutidon;Lutociclina;Lutocylin;Lutoform;Lutren;Lutromone;NSC 64377;NSC 9704;Prochieve;Progekan;Progestan;Progestasert;Progestogel;Progestol;Progestone;Prolidon;Prontogest;Syntolutan;Utrogest;Utrogestan;Vitarrine;D4-Pregnene-3,20-dione;Natural Micronised Progesterone;Progesterone(8CI);Agolutin;Corluvite;Corporin;Corpus luteum hormone;Crinone;Cyclogest;Duraprogen;Flavolutan;Fologenon;Gestiron;Gestormone;Gestron;Glanducorpin;Gynlutin;Gynolutone;Hormoflaveine;Lugesterone;Luteal Hormone;Luteinique;Luteodyn;Luteogan;Luteopur;Pregn-4-ene-3,20-dione;
PSA 34.14000
LogP 4.72350

Synthetic route

: 1096-38-4
16-dehydroprogesterone

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With phenylsilane; isopropyl alcohol; Mn(dpm)3 at 23℃;	99%
With hydrogen; palladium on activated charcoal In ethyl acetate for 0.75h; Ambient temperature;	89%
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436;	8%
With Lindlar's catalyst Hydrogenation;

: 60037-01-6
C25H36O4

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane Ambient temperature;	99%

: 60966-36-1
(20S)-21-hydroxy-20-methylpregn-4-en-3-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; acetylacetone copper; N,N-diethylaniline In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 0℃; for 2h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;	99%

: 1162-56-7
6-dehydroprogesterone

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With formic acid In isopropyl alcohol at 76 - 80℃; for 6h; Inert atmosphere;	97%
With palladium on activated charcoal Hydrogenation;

: 64-85-7
21-Hydroxyprogesterone

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With methanol; trimethylsilyl iodide In chloroform for 2h; Ambient temperature;	96%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;	90%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;	90%

: 112251-19-1
3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>pregna-3,5-diene-20-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; ethanol at 60℃; for 24h;	95%

: 26623-68-7
21-trityloxy-pregn-4-ene-3,20-dione

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With methanol; trimethylsilyl iodide In acetonitrile for 1.3h; Ambient temperature;	94%

: C25H36O4

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With cerium(III) chloride; sodium iodide In acetonitrile for 2h; Ambient temperature;	94%

: 20576-46-9
11-deoxy-21-iodocorticosterone

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With mercaptoacetic acid In various solvent(s) for 0.166667h; Ambient temperature;	93.8%

: 145-13-1
Pregnenolone

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;	93%
With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone at 56℃; for 12h;	90%
Stage #1: Pregnenolone With cyclohexanone In toluene for 2h; Oppenauer Oxidation; Stage #2: With aluminum isopropoxide In toluene for 1.5h; Oppenauer Oxidation; Reflux;	90%

: 15780-23-1
pregn-4-ene-3,20-diol

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane for 0.5h;	93%

: 3β-ethylether-3,5-androstadiene-17,20-epoxy-20-methyl carboxylic acid ethyl ester

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With lithium chloride In dimethyl sulfoxide at 130 - 140℃; for 12h; Inert atmosphere;	92.86%

: 63079-23-2
17β-cyano-4-androsten-3-one

: 75-16-1
methylmagnesium bromide

: 57-83-0
Progesterone

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 3h;	90.7%

: 63079-23-2
17β-cyano-4-androsten-3-one

: 917-54-4
methyllithium

: 57-83-0
Progesterone

Conditions

Conditions	Yield
In benzene at -10 - -5℃; for 2h; Solvent; Temperature;	90.6%

: 63079-23-2
17β-cyano-4-androsten-3-one

: 676-58-4
methylmagnesium chloride

: 57-83-0
Progesterone

Conditions

Conditions	Yield
In tetrahydrofuran at 65℃; for 4h;	90.5%

: 3986-89-8
(20S)-3-oxopregn-4-ene-20-carboxaldehyde

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; [2,2]bipyridinyl; copper(II) acetate monohydrate In N,N-dimethyl-formamide at 40℃; for 22h;	90%
With sodium acetate; acetic anhydride Ozonisieren des Reaktionsprodukts;

: 67-56-1
methanol

: C20H27NO

: 57-83-0
Progesterone

Conditions

Conditions	Yield
Stage #1: C20H27NO With magnesium In tetrahydrofuran; dichloromethane for 1h; Reflux; Stage #2: methanol With hydrogenchloride In water at 40℃; for 3h; Reagent/catalyst;	90%

: C30H39NO3S

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With hydrogenchloride In dichloromethane; water at 20℃; for 1h;	90%

: 20380-14-7
21-methoxyprogesterone

A: 57-83-0
Progesterone

B: 64-85-7
21-Hydroxyprogesterone

Conditions

Conditions	Yield
With methanol; trimethylsilyl iodide In chloroform for 12h; Ambient temperature;	A 89% B 6%
With methanol; trimethylsilyl iodide In chloroform for 12h; Product distribution; Mechanism; Ambient temperature; other solvent, other 21-alkoxy-20-keto corticoid steroids;	A 89% B 6%

: 978-98-3
20-ethylenedioxy-4-pregnen-3-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With cerium(III) chloride; sodium iodide In acetonitrile for 15h; Ambient temperature;	89%
With hydrogenchloride In methanol at 25℃; for 6h; Industrial scale;	8.7 kg

: 24254-01-1
20β-carboxyaldehyde-4-pregnen-3-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With air; tetrapropanesulfonatehexamethylenetetramine[(1/2Cu2+)SO42-]4 In N,N-dimethyl-formamide at 45℃; for 6h; Temperature; Reagent/catalyst;	87.8%
With morpholine; 1,10-Phenanthroline; neon; nitrogen; oxygen; copper(II) formate In dimethyl sulfoxide; 1,2-dichloro-ethane at 50℃; Reagent/catalyst; Temperature; Solvent;	83.2%
Stage #1: 20β-carboxyaldehyde-4-pregnen-3-one With piperidine; copper(l) chloride In acetonitrile Stage #2: With sulfuric acid; oxygen In water; acetonitrile at 30℃; for 7.5h; Solvent; Reagent/catalyst; Temperature;	18 g

: 566-66-5, 25680-68-6, 104528-39-4
4-pregnen-3-ol-20-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 110℃; for 12h; Schlenk technique;	86%

: (8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthren-17-yl methyl oxalate

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With 2-(2'-pyridyl)benzimidazole; diphenylsilane; magnesium chloride; nickel dichloride; zinc In N,N-dimethyl acetamide at 40℃; Inert atmosphere; Schlenk technique;	86%

: 3,20-dioxopregn-4-en-11α-yl Se-phenyl selenocarbonate

A: 57-83-0
Progesterone

B: 80-75-1
11-alpha-hydroxyprogesterone

C: 115459-64-8
3,20-dioxopregn-4-en-11α-yl formate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In xylene at 144℃;	A 83% B 3% C 8%

...Expand

: 1051-35-0
3-cycloethylenedioxy-pregn-5-ene-20-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With silica gel; copper(II) sulfate In chloroform for 24h; Heating;	83%

: 63883-02-3
3,3-ethanediyldimercaptopregn-4-en-20-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With silica gel; copper(II) sulfate In benzene for 14h; Heating;	83%

: 23638-55-3
20-methylpregna-4,20-dien-3-one

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With potassium permanganate; sodium periodate In acetone at 60℃; for 1h; Reagent/catalyst; Solvent; Temperature;	81%
With tetrachloromethane; ozone at 0℃; anschliessend Erwaermen mit Essigsaeure und Zink-Pulver und Behandeln des in 1.2-Dichlor-aethan geloesten Reaktionsprodukts mit CrO3 in wss. Essigsaeure bei 0grad;

: 111439-11-3
Progesterone dibromide

: 57-83-0
Progesterone

Conditions

Conditions	Yield
With copper; copper(II) perchlorate In methanol at 0℃; for 8h;	80%

: 145-13-1
Pregnenolone

A: 57-83-0
Progesterone

B: 7350-00-7
pregnane-3,20-dione

Conditions

Conditions	Yield
aluminum oxide; copper In toluene at 60℃;	A 5% B 72%

: 152-58-9
Cortexolone

A: 57-83-0
Progesterone

B: 64-85-7
21-Hydroxyprogesterone

Conditions

Conditions	Yield
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;	A 5% B 72%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;	A 5% B 72%
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature;	A 53% B 10%
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature;	A 38% B 48%

: 57-83-0
Progesterone

: 15780-23-1
pregn-4-ene-3,20-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃; for 2h;	100%
With methanol; sodium tetrahydroborate at 0℃; for 2h;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	90%
With lithium borohydride In diethyl ether for 2h; Heating; Yield given;
With methanol; sodium tetrahydroborate at 0℃; for 2h;

: 57-83-0
Progesterone

: 107-21-1
ethylene glycol

: 978-98-3
20-ethylenedioxy-4-pregnen-3-one

Conditions

Conditions	Yield
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;	100%
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;	95.52%
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 25℃; for 5h;	83%
With toluene-4-sulfonic acid
oxalic acid In benzene for 48h; Reflux;

: 110-91-8
morpholine

: 57-83-0
Progesterone

: 3-morpholinopregna-3,5-dien-20-one

Conditions

Conditions	Yield
With o-toluenesulfonic acid In toluene Heating;	98%

: 120-72-9
indole

: 57-83-0
Progesterone

: 1233478-23-3
C29H37NO2

Conditions

Conditions	Yield
With rhodium(III) chloride hydrate In methanol for 0.0833333h; Michael addition; Reflux; diastereoselective reaction;	98%

: 57-83-0
Progesterone

: 107-21-1
ethylene glycol

: 7093-55-2
5-pregnene-3,20-dione-3,20-bisethyleneketal

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Product distribution / selectivity; Reflux;	98%
With acetyl chloride; trimethyl orthoformate In tetrahydrofuran at 35℃; for 2h; Solvent; Large scale;	91%

: 57-83-0
Progesterone

: 21749-63-3
2-(methylamino)benzenethiol

: C28H37NOS

Conditions

Conditions	Yield
In ethanol for 24h; Heating;	97%

: 57-83-0
Progesterone

: 26144-38-7
3,20-dioximinoprogesterone

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In pyridine; methanol for 3h;	96%

: 57-83-0
Progesterone

: 600-48-6
6β,11α-dihydroxyprogesterone

Conditions

Conditions	Yield
With Mucor 881 fungal culture In tetrahydrofuran; aq. phosphate buffer for 288h; pH=7; Microbiological reaction;	96%
(microbiological transformation);
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction 2: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction View Scheme
Multi-step reaction with 3 steps 1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction 2: potassium hydroxide / methanol 3: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction View Scheme

: 57-83-0
Progesterone

: (E)-(1-((E)-3-hydrazono-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethylidene)hydrazine

Conditions

Conditions	Yield
With hydrazine hydrate; acetic acid In ethanol for 0.5h; Reflux;	96%

: 57-83-0
Progesterone

: 4229-44-1
N-methylhydroxyamine hydrochloride

: 132734-45-3
C22H33NO2

Conditions

Conditions	Yield
In dichloromethane Heating;	95%

: 95-20-5
2-methyl-1H-indole

: 57-83-0
Progesterone

: 1233478-25-5
C30H39NO2

Conditions

Conditions	Yield
With rhodium(III) chloride hydrate In methanol for 0.0833333h; Michael addition; Reflux; diastereoselective reaction;	95%

: 603-76-9
1-methylindole

: 57-83-0
Progesterone

: 1233478-24-4
C30H39NO2

Conditions

Conditions	Yield
With rhodium(III) chloride hydrate In methanol at 50℃; for 0.05h; Michael addition; Microwave irradiation; diastereoselective reaction;	95%

: 57-83-0
Progesterone

: 107-21-1
ethylene glycol

: 1427208-28-3
pregn-5-ene-3,20-dione cyclic 20-(1,2-ethanediylacetal)

Conditions

Conditions	Yield
With tetraethoxy orthosilicate; toluene-4-sulfonic acid at 20℃; for 5h;	95%

: 57-83-0
Progesterone

: 4416-57-3
testololactone

Conditions

Conditions	Yield
With Penicillium notatum KCH 904 In water; acetone at 27℃; for 48h; Enzymatic reaction;	94%
With Aspergillus tamarii MRC 72400 In N,N-dimethyl-formamide at 24℃; for 120h; Baeyer-Villiger oxidation; Microbiological reaction;	86%
With Aspergillus oryzae

: 57-83-0
Progesterone

: 80-75-1
11-alpha-hydroxyprogesterone

Conditions

Conditions	Yield
With Aspergillus ochraceus NRRL405; Kinaway's medium; β‐cyclodextrin; potassium dihydrogenphosphate for 48h; Product distribution; Further Variations:; Reagents; pH-values;	93.1%
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 216 h / 37 °C / Microbiological reaction 2: potassium hydroxide / methanol View Scheme

: 57-83-0
Progesterone

: 968-93-4
testolactone

Conditions

Conditions	Yield
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 11h;	93%
With cultures of cylindrocarpone radicola
With cultures of fusarium cancasicum
With cultures of fusarium solani

: 57-83-0
Progesterone

: 3510-20-1
3,5-seco-4-norpregn-5,20-dion-3-carboxylic acid

Conditions

Conditions	Yield
With potassium permanganate; sodium periodate; sodium carbonate In water; tert-butyl alcohol Reflux;	92.2%
With sodium hydroxide; adogen 464; dihydrogen peroxide; ozone In dichloromethane at -5℃; for 2h;	84%
With potassium permanganate; sodium periodate; potassium carbonate In water; tert-butyl alcohol at 50℃; for 1h;	80%

Progesterone Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 491.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 6 ,1974,p. 135.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Progesterone Specification

The Progesterone, with the CAS registry number 57-83-0,is also known as Progestin; Lutren; Lutein; Flavolutan; Corporin; Luteal hormone; 4-Pregnene-3,20-dione. It belongs to the product categories of Intracellular receptor;Steroid and Hormone.Its EINECS number is 200-350-6. This chemical's molecular formula is C₂₁H₃₀O₂ and molecular weight is 314.47. What's more,Its systematic name is Progesterone.It is a crystalline powder which is the major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation; pregnancy maintenance, and the development of mammary tissue for MILK production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids.

Physical properties about Progesterone are:
(1)ACD/LogP: 3.827; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.83; (4)ACD/LogD (pH 7.4): 3.83; (5)ACD/BCF (pH 5.5): 476.94; (6)ACD/BCF (pH 7.4): 476.94; (7)ACD/KOC (pH 5.5): 2876.39; (8)ACD/KOC (pH 7.4): 2876.39; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.542; (13)Molar Refractivity: 90.955 cm³; (14)Molar Volume: 288.952 cm³; (15)Surface Tension: 41.1710014343262 dyne/cm; (16)Density: 1.088 g/cm³; (17)Flash Point: 166.683 °C; (18)Enthalpy of Vaporization: 70.544 kJ/mol; (19)Boiling Point: 447.151 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](C(=O)C)CC[C@H]3[C@@H]1CC2)C)(C)CC4;
(2)Std. InChI:InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1;
(3)Std. InChIKey:RJKFOVLPORLFTN-LEKSSAKUSA-N.

Safety Information of Progesterone:
The Progesterone is limited evidence of a carcinogenic effect ,And it may cause cancer .In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). When you use it, wear suitable protective clothing and gloves .Avoid exposure - obtain special instruction before use .

The toxicity data of Progesterone are as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LDLo	intravenous	109mg/kg (109mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: CARDIAC OUTPUT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Anesthesie, Analgesie, Reanimation. Vol. 14, Pg. 225, 1957.
mouse	LD50	intraperitoneal	460mg/kg (460mg/kg)		"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.
mouse	LD50	intravenous	79500ug/kg (79.5mg/kg)		Toxicology and Applied Pharmacology. Vol. 1, Pg. 454, 1959.
mouse	LD50	oral	1050mg/kg (1050mg/kg)		"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.
mouse	LD50	subcutaneous	1470mg/kg (1470mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: CARDIAC OUTPUT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Anesthesie, Analgesie, Reanimation. Vol. 14, Pg. 225, 1957.
rabbit	LD50	intravenous	39mg/kg (39mg/kg)		"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.

Product Name

Progesterone

Synthetic route

Progesterone Consensus Reports

Progesterone Specification

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