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Merck

C3000000

Cyanocobalamin

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Vitamin B12, α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin

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About This Item

Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
68-19-9
Molecular Weight:
1355.37
MDL number:
MFCD00151092
UNSPSC Code:
41116107
PubChem Substance ID:
329775017
NACRES:
NA.24
Beilstein/REAXYS Number:
4122889

Key Documents

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SMILES string

C/C(C1=N[C@]([C@]([C@H](CC(N)=O)[C@@]/2(C)CCC(NC[C@@H](OP([O-])(O[C@H]3[C@@H](O)[C@@H](N4C=[N]5C6=C4C=C(C)C(C)=C6)O[C@@H]3CO)=O)C)=O)([H])N([Co+]5C#N)C2=C(C)/C([C@@H](CCC(N)=O)C/7(C)C)=NC7=C/8)(C)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)=C9N=C8[C@@H](CCC(N)=O)[C@

InChI

1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57?,59-,60+,61+,62+;;/m1../s1

InChI key

RMRCNWBMXRMIRW-QJRSUKKJSA-L

biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

cyanocobalamin

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

mp

>300 °C (decomposes before melting)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
Cyanocobalamin, a B vitamin with potential applications in medical and food industries, is vital to growth, cell reproduction, hematopoiesis, etc. It is utilized for the management of trigeminal neuralgia and multiple sclerosis.

Application

Cyanocobalamin may be used as an EP reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Storage Class

11 - Combustible Solids

wgk

WGK 1

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

C3000000-1EA: + C3000000:

jan

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Microbial production of vitamin B 12: a review and future perspectives
Fang, Huan and Kang, Jie and Zhang, Dawei
Microbial cell factories, 16(1), 15-15 (2017)
Cyanocobalamin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 16(1), 2178-2179 (2014)
Ultra-high performance liquid chromatographic and mass spectrometric analysis of active vitamin B12 in cells of Propionibacterium and fermented cereal matrices.
Chamlagain B, Edelmann M, Kariluoto S, et al.
Inflammation and regeneration, 166, 630-638 (2014)
A rapid determination of the relative purity of vitamin B12 (Cyanocobalamin) in pharmaceutical products
Bruening CF, et al.
Journal of the American Pharmaceutical Association, 47(1), 15-20 (1958)
LC simultaneous determination of Thioctic Acid, Benfotiamine and Cyanocobalamin in Thiotacid Compound capsules
Salem H
Chromatographia, 72(3-4), 327-330 (2010)
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