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Metandienone structure
Metandienone structure

Metandienone

Iupac Name:(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
CAS No.: 72-63-9
Molecular Weight:300.442
Modify Date.: 2023-07-05 13:33
Introduction: Anabolic steroid. Androgen.Controlled substance.It is suitable for people with insufficient protein synthesis and increased decomposition, such as chronic wasting disease, severe infection, trauma, negative nitrogen balance caused by burns, malignant tumors, osteoporosis, pediatric dysplasia, dwarfism, fracture healing, and hypercholesterolemia Wait. View more+
1. Names and Identifiers
1.1 Name
Metandienone
1.2 Synonyms

(17b)-17-Hydroxy-17-methylandrosta-1,4-dien-3-one (17Β)-17-Hydroxy-17-methylandrosta-1,4-dien-3-one (8α,9β,17α)-17-Hydroxy-17-methylandrosta-1,4-dien-3-one 1,2-Dimethoxyethane (test Methandienone, 1.0 )mg/mL 1,4-Androstadien-17a-Methyl-17-ol-3-one-2,4,6a-d3 1,4-Androstadien-17a-Methyl-17-ol-3-one-d3 17a-Methyl-17b-hydroxyandrosta-1,4-dien-3-one 17-Β-hydroxy-17-methyl-androsta-1,4-dien-3-one 17-Β-hydroxy-17-methyl-androsta-1,4-dien-3-one (9CI) 1-Dehydro-17a-methyltestosterone 1-Dehydro-17α-methyltestosterone Androsta-1,4-dien-3-one, 17-hydroxy-17-methyl-, (17Β)- Androsta-1,4-dien-3-one, 17-hydroxy-17-methyl-, (8α,9β,17α)- Androsta-1,4-dien-3-one, 17Β-hydroxy-17-methyl- Androsta-1,4-dien-3-one, 17Β-hydroxy-17α-methyl- Dianabol Tablet EINECS 200-787-2 Metandienone (Dianabol) Tablet Methandienone Methandienone/Methandrostenolone / DBOL(Dianabol ) Methandrostenolone Methandrostenolone 1-Dehydro-17alpha-methyltestosterone Dianabol Methandienone Methandrostenolone/Dianabol/Methandienone MFCD00003650 Nabolin

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1.3 CAS No.
72-63-9
1.4 CID
6300
1.5 EINECS(EC#)
200-787-2
1.6 Molecular Formula
C20H28O2 (isomer)
1.7 Inchi
InChI=1S/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
1.8 InChIkey
XWALNWXLMVGSFR-HLXURNFRSA-N
1.9 Canonical Smiles
CC12CCC3C(C1CCC2(C)O)CCC4=CC(=O)C=CC34C
1.10 Isomers Smiles
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CCC4=CC(=O)C=C[C@]34C
2. Properties
2.1 Density
1.12
2.1 Melting point
163 - 167 C
2.1 Boiling point
163.5 °C
2.1 Refractive index
1.572
2.1 Flash Point
175°F
2.1 Precise Quality
300.20900
2.1 PSA
37.30000
2.1 logP
4.04530
2.1 Appearance
white to off-white crystalline powder
2.2 Storage
2-8°C
2.3 Chemical Properties
White Solid
2.4 Color/Form
Crystals from acetone; and ether
2.5 Ionization Potential
7.32 eV
2.6 Odor
ODORLESS
2.7 Physical
Solid
2.8 pKa
15.12±0.60(Predicted)
2.9 Water Solubility
practically insoluble <
2.10 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 75 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 59 of 75 companies. For more detailed information, please visit ECHA C&L website

Of the 1 notification(s) provided by 16 of 75 companies with hazard statement code(s):

H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]
H362 (100%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P201, P202, P260, P263, P264, P270, P281, P308+P313, P405, and P501
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3.2 Methods of Manufacturing
Preparation by microbial dehydrogenation of 17alpha-methyltestosterone;.
3.3 Usage
Anabolic steroid. Androgen.Controlled substance.
4. Safety and Handling
4.1 Symbol
GHS02, GHS07, GHS08
4.1 Hazard Codes
F,T
4.1 Signal Word
Danger
4.1 Risk Statements
60-61-11-19-38
4.1 Safety Statements
53-45
4.1 Packing Group
III
4.1 Hazard Class
6.1(b)
4.1 Hazard Declaration
H225-H315-H360FD
4.1 RIDADR
HAZARD
4.1 Caution Statement
P201-P210-P280-P308 + P313-P370 + P378-P403 + P235
4.1 WGK Germany
3
4.1 RTECS
BV8000000
4.1 Report

The IUPAC name of?Metandienone is?(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one. With the?CAS registry number 72-63-9, it is also named as?1,2-Dehydro-17-methyltestosterone.?The product's categories are?biochemistry; hydroxyketosteroids; steroids. It is?white to off-white crystalline powder?which is almost insoluble in water, soluble in alcohol and?chloroform, and slightly soluble in ether. Additionally,?Metandienone can be obtained by?Sisal sapogenin.?When heated to decomposition it emits acrid smoke and irritating fumes.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 4.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.04; (4)ACD/LogD (pH 7.4): 4.04; (5)ACD/BCF (pH 5.5): 691.04; (6)ACD/BCF (pH 7.4): 691.04; (7)ACD/KOC (pH 5.5): 3750.76; (8)ACD/KOC (pH 7.4): 3750.76; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.572; (13)Molar Refractivity: 87.68 cm3; (14)Molar Volume: 266.3 cm3; (15)Polarizability: 34.76×10-24 cm3; (16)Surface Tension: 44.9 dyne/cm; (17)Enthalpy of Vaporization: 80 kJ/mol; (18)Vapour Pressure: 1.87E-09 mmHg at 25°C; (19)Tautomer Count: 3; (20)Exact Mass: 300.20893; (21)MonoIsotopic Mass: 300.20893; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 22; (24)Complexity: 589.

Uses of Metandienone: It?is?androgen, assimilation hormone metandienone which is used for treatment of chronic wasting disease, stunted children, osteoporosis, hyperlipidemia?and negative nitrogen balance which is cauded by severe infection, burns, etc.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C\1\C=C/[C@]4(/C(=C/1)CC[C@@H]3[C@@H]4CC[C@]2([C@H]3CC[C@@]2(O)C)C)C
2. InChI:InChI=1/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 425mg/kg (425mg/kg) ? Pharmaceutical Chemistry Journal Vol. 20, Pg. 143, 1986.
rat LD50 oral > 1gm/kg (1000mg/kg) ? Drugs in Japan Vol. 6, Pg. 821, 1982.

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4.2 Safety
RIDADR:3249
WGK Germany:3
HazardClass:6.1(b)
PackingGroup:III
HS Code:29329970
Hazardous Substances Data:72-63-9(Hazardous Substances Data)
4.3 Specification

The IUPAC name of?Metandienone is?(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one. With the?CAS registry number 72-63-9, it is also named as?1,2-Dehydro-17-methyltestosterone.?The product's categories are?biochemistry; hydroxyketosteroids; steroids. It is?white to off-white crystalline powder?which is almost insoluble in water, soluble in alcohol and?chloroform, and slightly soluble in ether. Additionally,?Metandienone can be obtained by?Sisal sapogenin.?When heated to decomposition it emits acrid smoke and irritating fumes.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 4.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.04; (4)ACD/LogD (pH 7.4): 4.04; (5)ACD/BCF (pH 5.5): 691.04; (6)ACD/BCF (pH 7.4): 691.04; (7)ACD/KOC (pH 5.5): 3750.76; (8)ACD/KOC (pH 7.4): 3750.76; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.572; (13)Molar Refractivity: 87.68 cm3; (14)Molar Volume: 266.3 cm3; (15)Polarizability: 34.76×10-24 cm3; (16)Surface Tension: 44.9 dyne/cm; (17)Enthalpy of Vaporization: 80 kJ/mol; (18)Vapour Pressure: 1.87E-09 mmHg at 25°C; (19)Tautomer Count: 3; (20)Exact Mass: 300.20893; (21)MonoIsotopic Mass: 300.20893; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 22; (24)Complexity: 589.

Uses of Metandienone: It?is?androgen, assimilation hormone metandienone which is used for treatment of chronic wasting disease, stunted children, osteoporosis, hyperlipidemia?and negative nitrogen balance which is cauded by severe infection, burns, etc.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C\1\C=C/[C@]4(/C(=C/1)CC[C@@H]3[C@@H]4CC[C@]2([C@H]3CC[C@@]2(O)C)C)C
2. InChI:InChI=1/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 425mg/kg (425mg/kg) ? Pharmaceutical Chemistry Journal Vol. 20, Pg. 143, 1986.
rat LD50 oral > 1gm/kg (1000mg/kg) ? Drugs in Japan Vol. 6, Pg. 821, 1982.

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4.4 Toxicity

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BV8000000
CHEMICAL NAME :
Androsta-1,4-dien-3-one, 17-beta-hydroxy-17-alpha-methyl-
CAS REGISTRY NUMBER :
72-63-9
LAST UPDATED :
199504
WISWESSER LINE NOTATION :
L E5 B666 OV AHTTT&J A1 E1 FQ F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
425 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
561 mg/kg/7Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
13 mg/kg
SEX/DURATION :
male 60 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
200 mg/kg
SEX/DURATION :
female 10 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
200 mg/kg
SEX/DURATION :
male 10 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - other effects on male
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
7 mg/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Fertility - other measures of fertility

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
200 mg/kg/10D (Intermittent)
REFERENCE :
VPITAR Voprosy Pitaniya. Problems of Nutrition. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-10, 1932-41; V.11- 1952- Volume(issue)/page/year: 38(4),63,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5642 No. of Facilities: 25 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 157 (estimated) No. of Female Employees: 72 (estimated)
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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)

none

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

8. Precursor and Product
precursor:
58-18-4
58-18-4
product :
2694-98-6
2694-98-6
9. Computational chemical data
  • Molecular Weight: 300.442g/mol
  • Molecular Formula: C20H28O2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 300.208930132
  • Monoisotopic Mass: 300.208930132
  • Complexity: 589
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Topological Polar Surface Area: 37.3
  • Heavy Atom Count: 22
  • Defined Atom Stereocenter Count: 6
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB4MAAAAAAAAAAAAAAAAAAAAYAAAAAwYIAAAAAAAGDAAAAAGgAACAAAD0SAgAACAAAAAgCIAqBSAAAAAAAgAAAICAAAAEgAAAIAAQAAQAAEgAAIAYOAwPAPgAAAAAAAAACAAAQAACAAAYAADAAAAA==
10. Question & Answer
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