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42965

Sigma-Aldrich

Tramadol hydrochloride

≥99.0% (HPLC)

Synonym(s):

Tramadol HCl, (±)-cis-2-(Dimethylaminomethyl)-1-(3-methoxyphenyl)cyclohexanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H25NO2 · HCl
CAS Number:
36282-47-0
Molecular Weight:
299.84
EC Number:
252-950-2
MDL number:
MFCD00798507
UNSPSC Code:
41116107
PubChem Substance ID:
57650137
NACRES:
NA.25

assay

≥99.0% (HPLC)

form

powder

drug control

USDEA Schedule IV

mp

178-181 °C

SMILES string

Cl.COc1cccc(c1)[C@@]2(O)CCCC[C@@H]2CN(C)C

InChI

1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16+;/m1./s1

InChI key

PPKXEPBICJTCRU-XMZRARIVSA-N

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Application

Tramadol hydrochloride has been used to study the tramadol biosynthesis route in plants.[1]

Biochem/physiol Actions

Opioid analgesic; P450 substrate.
Tramadol hydrochloride (HCl) inhibits the reuptake of norepinephrine and serotonin in μ-opioid receptors in rat models in vitro.[2][3]

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD2302
BCBX5991
BCBV6194
BCBS4538V
BCBN4547V

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Hydromorphone hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1323000

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Howard S Smith
Mayo Clinic proceedings, 84(7), 613-624 (2009-07-02)
Clinicians understand that individual patients differ in their response to specific opioid analgesics and that patients may require trials of several opioids before finding an agent that provides effective analgesia with acceptable tolerability. Reasons for this variability include factors that
Arshi Kizilbash et al.
Journal of pain research, 7, 149-161 (2014-04-09)
Patients with chronic non-malignant pain report impairments of physical, social, and psychological well-being. The goal of pain management should include reducing pain and improving quality of life. Patients with chronic pain require medications that are able to provide adequate pain
B Driessen et al.
British journal of pharmacology, 108(3), 806-811 (1993-03-01)
1. The centrally acting analgesic, tramadol, has low affinity for opioid receptors and therefore presumably other mechanisms of analgesic action. Neurotransmitter release and uptake experiments were used to characterize the effects of tramadol on the central noradrenergic and dopaminergic systems.
Emrah Yuruk et al.
Journal of endourology, 29(4), 463-467 (2014-10-01)
To compare the outcomes of these minimally invasive procedures in this patient population. The database of our institution has been retrospectively reviewed, and medical records of urolithiasis patients with a solitary kidney who underwent flexible ureteroscopy (F-URS) or extracorporeal shock
Katarzyna M Romek et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(27), 8296-8301 (2015-06-25)
Tramadol, previously only known as a synthetic analgesic, has now been found in the bark and wood of roots of the African medicinal tree Nauclea latifolia. At present, no direct evidence is available as to the biosynthetic pathway of its
View All Related Papers

Chromatograms

application for HPLC

Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. we have sealed vial of tramadol hydrochloride 42695 lot number BBCBV6194. its quality relase date is 02 AUG 2017. the vial is sealed and kept in room temperature. how long this would be valid for use

    1 answer

    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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