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THEBAINE

Product Name
THEBAINE
CAS No.
115-37-7
Chemical Name
THEBAINE
Synonyms
Tebain;C06173;Thebain;THEBAINE;Thenaine;p-Morphine;(-)-thebain;PARAMORPHINE;thebaine (90%);Thebaine (CRM)
CBNumber
CB4404547
Molecular Formula
C19H21NO3
Formula Weight
311.37
MOL File
115-37-7.mol
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THEBAINE Property

Melting point:
183-186°C (dec.)
alpha 
D15 -219° (p = 2 in alc); D23 -230° (p = 5 in chloroform)
Boiling point:
451.42°C (rough estimate)
Density 
1.3050
refractive index 
1.5000 (estimate)
storage temp. 
Controlled Substance, -20°C Freezer
solubility 
H2O: 2.2 mg/mL, slightly soluble
form 
powder
pka
6.05(at 15℃)
Water Solubility 
<10mg/L(room temperature)
EPA Substance Registry System
Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-,(5.alpha.)- (115-37-7)
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-36/37/39-45
RIDADR 
UN 1544 6.1/PG 2
WGK Germany 
3
RTECS 
QD2975000
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T2019
Product name
Thebaine
Purity
powder
Packaging
1G
Price
$239
Updated
2024/03/01
Cayman Chemical
Product number
22024
Product name
Thebaine (CRM)
Packaging
1mg
Price
$24
Updated
2023/06/20
Cayman Chemical
Product number
14043
Product name
Thebaine
Purity
≥98%
Packaging
1mg
Price
$21
Updated
2022/04/27
Cayman Chemical
Product number
14043
Product name
Thebaine
Packaging
5mg
Price
$94
Updated
2022/04/27
AHH
Product number
MT-59378
Product name
Thenaine
Purity
98%
Packaging
10g
Price
$350
Updated
2021/12/16
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THEBAINE Chemical Properties,Usage,Production

Description

The naturally occurring opiate alkaloid thebaine is present in high concentrations in poppy straw; lower concentrations of the co deine alkaloid are present.

Description

Thebaine (Item No. 14043) is an analytical reference material categorized as a precursor in the synthesis of morphine (Item Nos. ISO60147 | 15464) and codeine (Item Nos. ISO60140 | 15459). Thebaine is a potential impurity in the illicit synthesis of heroin (Item Nos. ISO60187 | 9001543 | 9003076). Thebaine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

Tan Solid

Uses

Controllled substance (opiate).

Uses

Thebaine is present in opium at 0.3–1.5%.It is extracted from opium or from latex ofthe plant Papaver bracteatum, in which it ispresent at up to 26%. It is used to producecodeine.

Uses

Thebaine is used in the manufacture of other opiate pharmaceuticals, such as bupren and morphine, and caused contact dermatitis in a laboratory worker at an opiate-manufacturing pharmaceutical company, who was also sensitive to co deine.

Definition

ChEBI: Thebaine is a morphinane alkaloid and an organic heteropentacyclic compound. It is a conjugate base of a thebaine(1+).

Hazard

Toxic by ingestion, may induce addiction.

Health Hazard

Although thebaine has a morphine- orcodeine-like structure, its pharmacologyaction is somewhat different. It is a convulsantpoison like strychnine, rather thana narcotic. High doses can cause ataxia andconvulsion
LD50 value, intraperitoneal (mice): 42 mg/kg
Thebaine is a habit-forming compound. Itis a controlled substance (opiate) listed underU.S. Code of Federal Regulations (Title 21Part 1308.12, 1985).

Contact allergens

The naturally occurring opiate alkaloid thebaine is present in concentrated poppy straw, and in small concentrations in codeine alkaloid. It is used in the manufacture of other opiate pharmaceuticals, such as buprenorphine and morphine, and caused contact dermatitis in a laboratory worker at an opiates manufacturing pharmaceutical company, also sensitive to codeine.

Purification Methods

Crystallise Thebaine from Et2O or EtOH. Sublime it at 170-180o. The hydrochloride decomposes >182o (from MeOH/Et2O). [Beilstein 27 II 177, 27 III/IV 2271.] It is a NARCOTIC.

References

Pelletier, Thiboumery., Annalen, 16,38 (1835)
Kane., ibid, 19, 9 (1836)
Anderson., ibid, 86, 184 (1853)
Howerd., Ber., 17,527 (1884)
Pschorr, Zeidler., ibid, 27,2961 (1894)
Freund, Michaels, Gobel., ibid, 30, 1357 (1897)
Knorr., ibid, 36, 3074 (1903)
Freund, Holthof., ibid, 37, 2780 (1904)
Pschorr, Pfaff, Herrschmann., ibid, 38, 3163 (1905)
Reichard., Pharm. Zeit., 47,623 (1906)
Hildebrandt., Arch. expo Path. Pharm., 65,54 (1911)
Kruger, Eddy, Sumwalt., Suppl. No. 165, Public Health Reports, Washington (1943)
Flieschhacker, Pasal, Vieboeck., Monatsh., 99, 300 (1968)
Eppenberger, Warren, Repoport., Helv. Chim. Acta, 51,381 (1968)

THEBAINE Preparation Products And Raw materials

Raw materials

Preparation Products

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THEBAINE Suppliers

115-37-7, THEBAINERelated Search:


  • PARAMORPHINE
  • THEBAINE
  • (-)-thebain
  • 6,7,8,14-tetradehydro-4,5-alpha-epoxy-3,6-dimethoxy-17-methyl-morphina
  • 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-morphina(5-alpha
  • Morphinan, 6,7,8,14-tetradehydro-4,5alpha-epoxy-3,6-dimethoxy-17-methyl-
  • Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-, (5alpha)-
  • Tebain
  • Thebain
  • THEBAINE ALKALOID CONSTITUENT OF OPIUM
  • THEBAINE ALKALOID POWDER--DEA SCHEDULE*I I ITEM
  • p-Morphine
  • Thenaine
  • thebaine base (92-96%)
  • thebaine (90%)
  • (4aR,8R,9cS)-3,5-Dimethoxy-12-methyl-4a,8,9,9c-tetrahydro-8,9c-(iminoethano)phenanthro[4,5-bcd]furan
  • 6,7,8,14-Tetradehydro-4,5α-epoxy-3,6-dimethoxy-17-methylmorphinan
  • C06173
  • (4R,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
  • Thebaine (CRM)
  • Thebaine, (-)-Thebaine
  • Thebaine (1.0mg/ml in Acetonitrile)
  • Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-, (5α)-
  • 4,5α-epoxy-3,6-dimethoxy-17-methyl-6,7,8,14-tetradehydromorphinan(thebaine)
  • 6,7,8,14-tetradehydro-4,5α-epoxy-3-6-dimethoxy-17-methylmorphinan(thebain).
  • Hydrocodone Hydrogen Tartrate 2.5-Hydrate Impurity I
  • Codeine Monohydrate EP Impurity G
  • Oxycodone Hydrochloride Impurity F
  • Hydrocodone Hydrogen Tartrate 2.5-Hydrate EP Impurity I
  • Codeine Monohydrate Impurity G
  • Carfentrazone-ethyl Impurity 1
  • Codeine EP Impurity G (Thebaine)
  • 115-37-7
  • C19H21NO3
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals