Hydroxyprogesterone supplier

Name
Hydroxyprogesterone
EINECS 200-699-4
CAS No. 68-96-2
Article Data86
CAS DataBase
Density 1.15 g/cm³
Solubility 5.056mg/L(20 oC)
Melting Point 276 °C
Formula C₂₁H₂₀O₃
Boiling Point 482.9 °C at 760 mmHg
Molecular Weight 330.467
Flash Point 259.9 °C
Transport Information
Appearance White solid
Safety 53-22-36/37/39-45
Risk Codes 61
Molecular Structure
Hazard Symbols
Synonyms 17-Hydroxypregn-4-ene-3,20-dione;17-Hydroxyprogesterone;17a-Hydroxylutin;17a-Hydroxypregn-4-ene-3,20-dione;17a-Hydroxyprogesterone;Gestageno;Gestageno Gador;Pregn-4-en-17a-ol-3,20-dione;Prodix;D4-Pregnen-17a-ol-3,20-dione;
PSA 54.37000
LogP 3.69430

Synthetic route

: 20380-16-9
17α-hydroxy-21-chloro-4-pregnene-3,20-dione

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With acetic acid; zinc	100%
With titanium(III) sulphate; sulfuric acid; ammonia In methanol for 10h;	83%

: 1202062-99-4
cyclic-3-(1,2-ethanediylmercapto)-17α-hydroxypregn-4-en-20-one

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With water; calcium carbonate; methyl iodide In ethanol for 20h; Heating; Inert atmosphere;	100%

: 4470-79-5
21-Iodo-17α-hydroxypregn-4-en-3,20-dione

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With mercaptoacetic acid In formamide for 0.25h; Ambient temperature;	97.7%

: C23H34NO3(1-)*Zn(2+)*Br(1-)

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 40℃; for 4h; pH=1.5 - 2; Temperature; Reagent/catalyst;	97.4%

: 83509-38-0
17β-Ethynyl-17α-hydroxyandrost-4-en-3-one

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) sulfate In water; acetone at 50 - 55℃; for 6h; Temperature;	86%

: C22H31NO3

: 544-97-8
dimethyl zinc(II)

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
Stage #1: C22H31NO3; dimethyl zinc(II) With lithium chloride In toluene at 60 - 65℃; Stage #2: With hydrogenchloride In water at 55 - 60℃; Solvent; Reagent/catalyst;	85.2%

: 1096-38-4
16-dehydroprogesterone

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
Stage #1: 16-dehydroprogesterone With phenylsilane; oxygen; isopropyl alcohol; Mn(dpm)3 In 1,2-dichloro-ethane at 0 - 25℃; Stage #2: With triethyl phosphite In 1,2-dichloro-ethane	85%
Multi-step reaction with 2 steps 1: 79 percent / RhCl(PPh3)3 2: mCPBA / RhCl(PPh3)3 / CH2Cl2 View Scheme

: 1096-38-4
16-dehydroprogesterone

Mn(dpm)3: Mn(dpm)3

: 107-06-2
1,2-dichloro-ethane

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
In isopropyl alcohol	85%

...Expand

: 4134-58-1, 17308-02-0, 41460-93-9, 41460-97-3, 630-56-8, 302-23-8
hydroxyprogesterone acetate

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol for 1h; Reflux;	83.3%
With potassium hydroxide

: 4470-79-5
21-Iodo-17α-hydroxypregn-4-en-3,20-dione

: 68-11-1
mercaptoacetic acid

A: 68-96-2
17-hydroxyprogesterone

B: 114967-85-0
(17α-Hydroxy-4-pregnene-3,20-dion-21-yl-21-thio)acetic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃;	A 71.8% B 24.6%

...Expand

: 51154-62-2
(8S,9S,10R,13S,14S,Z)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

A: 63-05-8
Androstenedione

B: 68-96-2
17-hydroxyprogesterone

C: 1662-06-2
17alpha,20beta-Dihydroxypregn-4-en-3-one

Conditions

Conditions	Yield
With ruthenium trichloride; Oxone; sodium hydrogencarbonate In water; ethyl acetate; acetonitrile at -20 - 30℃;	A 10% B 70% C 20%

...Expand

: 1356399-45-5
C23H34O

A: 63-05-8
Androstenedione

B: 68-96-2
17-hydroxyprogesterone

C: 17ξ,20ξ-epoxy-pregna-Δ4-dien-3-one

Conditions

Conditions	Yield
With ruthenium trichloride; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃;	A 10% B 70% C 20%

...Expand

: pregn-4-ene-3ξ,17α,20ξ-triol

A: 63-05-8
Androstenedione

B: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane; acetonitrile for 0.75h;	A 60% B 20%

: 57-83-0
Progesterone

A: 63-05-8
Androstenedione

B: 68-96-2
17-hydroxyprogesterone

C: 2243-08-5
6-oxoprogesterone

D: 100979-81-5
A-nor-5β-pregnanedione-(3.20)

E: 135574-05-9
4α-formyl-A-nor-pregnene-3,20-dione

F: 55203-20-8
pregn-4-ene-3,12,20-trione

Conditions

Conditions	Yield
With 2-Picolinic acid; dihydrogen peroxide; iron(III) chloride In pyridine; acetic acid for 18h; Product distribution; Mechanism; Ambient temperature;	A 4.3% B 5.7% C 10.7% D 5% E 19.3% F 17.1%

...Expand

: 57-83-0
Progesterone

A: 68-96-2
17-hydroxyprogesterone

B: 2243-08-5
6-oxoprogesterone

C: 135574-05-9
4α-formyl-A-nor-pregnene-3,20-dione

D: 55203-20-8
pregn-4-ene-3,12,20-trione

Conditions

Conditions	Yield
With 2-Picolinic acid; dihydrogen peroxide; iron(III) chloride In pyridine; acetic acid for 18h; Ambient temperature; Further byproducts given;	A 5.7% B 10.7% C 19.3% D 17.1%

...Expand

: 145-13-1
Pregnenolone

A: 58-22-0
testosterone

B: 63-05-8
Androstenedione

C: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With glucose-6-phosphate dehydrogenase; propylene glycol; D-glucose; cortical tissue of mare adrenals at 37℃; for 2h; Product distribution; <3H>labelled;	A 0.15% B 5.1% C n/a

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 123-91-1
1,4-dioxane

: 60-29-7
diethyl ether

: 17α-hydroxy-3-oxo-androst-4-ene-17β-carbaldehyde

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
und Chromatographieren des Reaktionsprodukts an Aluminiumoxyd;

...Expand

: 110-86-1
pyridine

: 4ξ-bromo-17-hydroxy-5β-pregnane-3,20-dione

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
at 110 - 130℃;

: 57-83-0, 851-22-9, 2000-66-0, 2755-10-4, 3562-13-8, 3795-19-5, 5750-05-0, 14546-13-5, 36027-73-3, 36027-74-4, 55122-80-0, 56271-98-8, 59952-90-8, 73889-98-2, 137940-28-4
progesterone

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With sporormia minima
With trichiderma viride

: 145-13-1
Pregnenolone

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With flavobacterium 'androstendionicum'

: 83914-31-2
5α-Chloro-3β,17α-dihydroxypregnan-20-one

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With pyridine; chromium(VI) oxide anschliessend mit wss.NaOH;

: 28439-56-7
5,6β-dichloro-3β,17-dihydroxy-5α-pregnan-20-one

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With chromium(VI) oxide; chromium dichloride; sulfuric acid beim aufeinanderflogenden Behandeln;

: 100733-64-0
17-hydroxy-16β-iodo-pregn-4-ene-3,20-dione

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With nickel

: 418768-63-5
17-hydroxy-2ξ-iodo-pregn-4-ene-3,20-dione

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With chromium dichloride

: 101978-51-2
3β,20βF-diacetoxy-pregnen-(5)-ol-(17)

: 108-94-1
cyclohexanone

: 555-31-7
aluminum isopropoxide

: 108-88-3
toluene

: 68-96-2
17-hydroxyprogesterone

...Expand

: 13714-60-8
20,20-ethanediyldioxy-pregn-5-ene-3β,17-diol

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With cyclohexanone; aluminum isopropoxide anschliessend Behandeln mitwss.-methanol.H2SO4;

: 67-56-1
methanol

: 623-11-0
1-methyl-4-nitrosobenzene

: 102813-01-4
20ξ-acetylamino-17,20ξ-epoxy-pregn-4-en-3-one

: 68-96-2
17-hydroxyprogesterone

...Expand

: 102813-01-4
20ξ-acetylamino-17,20ξ-epoxy-pregn-4-en-3-one

: 68-96-2
17-hydroxyprogesterone

Conditions

Conditions	Yield
With sodium hydroxide

: 57-83-0
Progesterone

A: 50-23-7
HYDROCORTISONE

B: 68-96-2
17-hydroxyprogesterone

C: 64-85-7
21-Hydroxyprogesterone

D: 50-22-6
Corticosterone

E: 152-58-9
Cortexolone

Conditions

Conditions	Yield
With glucose-6-phosphate dehydrogenase; phosphate buffer; air; α-D-glucose 6-phosphate; midterm female fetal human adrenal tissue; NADP; magnesium chloride at 37℃; for 2h; Product distribution; <3H>labeled;	A 36.3 % Chromat. B n/a C n/a D 4.7 % Chromat. E n/a

...Expand

: 68-96-2
17-hydroxyprogesterone

: 4470-79-5
21-Iodo-17α-hydroxypregn-4-en-3,20-dione

Conditions

Conditions	Yield
With iodine; calcium chloride; calcium oxide In methanol; dichloromethane; water 1.) 10-12 deg C above room temp., 15 min., 2.) room temp., 30 min.;	99.3%
With 2,2'-azobis(isobutyronitrile); iodine; calcium oxide In tetrahydrofuran; methanol at 20℃; for 5h; Inert atmosphere;	90%
With tetrahydrofuran; iodine

: 68-96-2
17-hydroxyprogesterone

: 63-05-8
Androstenedione

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; Electrochemical reaction;	99%
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane; acetonitrile for 0.75h;	95%
With chromium(VI) oxide; acetic acid

: 68-96-2
17-hydroxyprogesterone

: C25H37BrNO2(1+)*Cl(1-)

Conditions

Conditions	Yield
Stage #1: 17-hydroxyprogesterone With pyrrolidine In methanol at 0℃; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride; bromine In ethanol; water at 20℃; for 4h;	98%

: 68-96-2
17-hydroxyprogesterone

: 108-24-7
acetic anhydride

: 640-87-9
cortexolone 21-acetate

Conditions

Conditions	Yield
Stage #1: 17-hydroxyprogesterone With calcium chloride; calcium oxide In methanol; chloroform for 2h; Stage #2: acetic anhydride With potassium carbonate; acetic acid In methanol; chloroform; N,N-dimethyl-formamide at 100℃; for 1h;	98%

: 68-96-2
17-hydroxyprogesterone

: 127-08-2
potassium acetate

: 640-87-9
cortexolone 21-acetate

Conditions

Conditions	Yield
Stage #1: 17-hydroxyprogesterone With pyrrolidine In ethanol at 0 - 50℃; Stage #2: potassium acetate With acetic acid; potassium iodide In ethanol; acetone at 20 - 60℃;	98%

: 68-96-2
17-hydroxyprogesterone

: 75863-28-4
m-Iodbenzoesaeureanhydrid

: 74176-91-3
17α-(m-iodobenzoyloxy)progesterone

Conditions

Conditions	Yield
With dmap In toluene at 50℃; for 18h;	95%

: 68-96-2
17-hydroxyprogesterone

: 110673-94-4
(8R,9S,10S,13S,14S,17R)-17-Acetyl-2,17-dihydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium tert-butylate; oxygen In toluene at -25℃; for 2.5h;	95%

: 68-96-2
17-hydroxyprogesterone

A: 138430-10-1
(1R,8S,9S,10R,13S,14S,17R)-17-Acetyl-1,17-dihydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-2-oxa-cyclopenta[a]phenanthren-3-one

B: 110673-96-6
(1S,8S,9S,10R,13S,14S,17R)-17-Acetyl-1,17-dihydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-2-oxa-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
With crown ether; potassium tert-butylate; oxygen In toluene 1.) -25 deg C, 1.5-4 h, 2.) -20 deg C, 7 d; Title compound not separated from byproducts;	A n/a B 95%

: 68-96-2
17-hydroxyprogesterone

: 108-24-7
acetic anhydride

: 4954-07-8
pregna-3,5-dien-20-one, 3,17-dihydroxy-, diacetate

Conditions

Conditions	Yield
With perchloric acid In ethyl acetate for 0.1h;	92%
With perchloric acid In ethyl acetate at 20℃; for 0.5h;	39%
With toluene-4-sulfonic acid
With sodium hydrogen sulfate In tetrahydrofuran at 50℃; for 5h; Reagent/catalyst; Temperature; Solvent;

: 68-96-2
17-hydroxyprogesterone

: 14510-23-7
17aβ-hydroxy-17aα-methyl-D-homoandrost-4-en-3,17-dione

Conditions

Conditions	Yield
iodine; zinc In benzene Heating;	90%

: 68-96-2
17-hydroxyprogesterone

: 66212-25-7
1,4,6-triene-3,20-dione-17α-hydroxyprogesterone

Conditions

Conditions	Yield
Stage #1: 17-hydroxyprogesterone With pyridinium p-toluenesulfonate; orthoformic acid triethyl ester In ethanol at 39℃; for 6.5h; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 87 - 90℃; for 3.5h; Temperature; Inert atmosphere;	82.7%

: 68-96-2
17-hydroxyprogesterone

: 570-58-1
5β-17α-hydroxy-preganene-3,20-dione

Conditions

Conditions	Yield
With pyridine; palladium 10% on activated carbon; hydrogen In 1,4-dioxane; ethanol at 30℃; for 17h;	77%

: 68-96-2
17-hydroxyprogesterone

: 17α-hydroxy-4,5-epoxypregnan-3,20-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium hydroxide In methanol; dichloromethane; water at 20℃; for 24h;	73%

: 68-96-2
17-hydroxyprogesterone

A: 1662-06-2
17alpha,20beta-Dihydroxypregn-4-en-3-one

B: pregn-4-en-3β,17α,20β-triol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 5℃; for 1.5h;	A 28% B 70%

: 68-96-2
17-hydroxyprogesterone

: 1096-63-5
17α-hydroxypregna-3,5-dien-20-one

Conditions

Conditions	Yield
Stage #1: 17-hydroxyprogesterone With C19H26ClIrN3O(1+)*Cl(1-) In water; acetonitrile at 80℃; for 0.166667h; Green chemistry; Stage #2: With formic acid In water; acetonitrile at 80℃; for 8h; Green chemistry; regioselective reaction;	70%

: 68-96-2
17-hydroxyprogesterone

: 5704-66-5
pyruvoyl chloride

: (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

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	70%

: 68-96-2
17-hydroxyprogesterone

A: 4α,5α-epoxy-17α-hydroxy-A-homo-4-oxapregnan-3,20-dione

B: 4β,5β-epoxy-17α-hydroxy-A-homo-4-oxapregnan-3,20-dione

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 24h;	A 11% B 66%

Hydroxyprogesterone Chemical Properties

Product Name: Hydroxyprogesterone (CAS NO.68-96-2)

Molecular Formula: C₂₁H₃₀O₃
Molecular Weight: 330.46g/mol
EINECS: 200-699-4
Appearance: White Solid
Melting Point: 276°C
Boiling point: 482.9 °C at 760 mmHg
Flash Point: 259.9 °C
Density: 1.15 g/cm³
Refractive index: 90 ° (C=1, CHCl3)
Surface Tension: 46.5 dyne/cm
Enthalpy of Vaporization: 86.18 kJ/mol
Vapour Pressure: 2.37E-11 mmHg at 25°C
XLogP3-AA: 3.2
H-Bond Donor: 1
H-Bond Acceptor: 3
Structure Descriptors of Hydroxyprogesterone (CAS NO.68-96-2):
IUPAC Name: (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
InChI: InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
InChIKey: DBPWSSGDRRHUNT-CEGNMAFCSA-N
Product Categories: Steroids; Biochemistry; Hydroxyketosteroids; Intermediates & Fine Chemicals; Pharmaceuticals

Hydroxyprogesterone Safety Profile

Safety Information of Hydroxyprogesterone (CAS NO.68-96-2):
Hazard Codes: T Toxic
Risk Statements: 61
R61:May cause harm to the unborn child.
Safety Statements: 53-22-36/37/39-45
S52:Not recommended for interior use on large surface areas.
S22:Do not breathe dust.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: TU5060000
Hazardous Substances Data: 68-96-2(Hazardous Substances Data)

Hydroxyprogesterone Specification

Hydroxyprogesterone , its CAS NO. is 68-96-2, the synonyms are 17-Hydroxypregn-4-ene-3,20-dione ; 17-Hydroxyprogesterone ; Gestageno gador ; HSDB 3343 ; Hydroxyprogesteronum ; Idrossiprogesterone ; NSC 15468 ; Oxiprogesteronum ; Pregn-4-ene-3,20-dione, 17-hydroxy- ; Proluton ; Setaderm ; alpha Hydroxy progesterone ; delta(4)-Pregnene-17alpha-ol-3,20-dione .

Product Name

Hydroxyprogesterone

Synthetic route

Hydroxyprogesterone Chemical Properties

Hydroxyprogesterone Safety Profile

Hydroxyprogesterone Specification

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