Mecobalamin Chemical Properties

Melting point:

>190°C (dec.)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

DMSO (Slightly), Methanol (Sparingly), Water (Slightly)

pka

pK1:7.64(+1) (25°C)

form 

Solid

color 

Dark Red

Odor

Odorless

Water Solubility 

Partially soluble in cold water, hot water.

Stability:

Light Sensitie

InChI

InChI=1/C62H90N13O14P.CH2.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;;/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);1H2;/q;-1;+3/p-2/t31-,34-,35-,36-,37+,41-,52?,53-,56+,57+,59-,60+,61+,62+;;/s3

InChIKey

JEWJRMKHSMTXPP-WYVZQNDMSA-L

SMILES

[CH2-][Co+3]1234N5=CN([C@H]6O[C@H](CO)[C@@H](OP(O[C@H](C)CNC(=O)CC[C@]7(C)[C@@H](CC(=O)N)[C@@]8([H])[C@]9([C@@](C)(CC(=O)N)[C@H](CCC(=O)N)C(C(C)=C%10[C@@](C)(CC(=O)N)[C@H](CCC(=O)N)C(C=C%11C(C)(C)[C@H](CCC(=O)N)C(C(C)=C7[N-]18)=N2%11)=N3%10)=N49)C)([O-])=O)C6([H])O)C1=CC(C)=C(C)C=C51 |&1:5,7,10,14,22,24,29,31,32,38,48,54,66,r|

LogP

-2.812 (est)

CAS DataBase Reference

13422-55-4

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

2

RTECS 

GG3745000

HS Code 

29362600

Toxicity

LD50 oral in rat: > 5gm/kg

MSDS

• Language:English Provider:SigmaAldrich

Mecobalamin Usage And Synthesis

Pharmacological action

Mecobalamin as vitamin B12 derivatives, should be called "methyl vitamin B12" according to the chemical structure of name, the functional groups of methylation can be involved in the biochemical process of methyl transfer activity, promoting to nucleic acid of nerve tissue, the metabolism of protein and fat, , can stimulate the synthesis of lecithin Schwann cells, repairing the damaged myelin, improving nerve conduction velocity; directly into nerve cells, and stimulating axon regeneration of damaged area; stimulating protein synthesis in nerve cells and enhanced synthetic metabolism of axons to prevent axonal degeneration; involved in nucleic acid synthesis, promoted hematopoietic function. The treatment is clinically used in diabetic neuropathy, long-term use of macrovascular complications of diabetes are the curative effect.
Mecobalamin is used for peripheral nerve disorders treatment drug, compared with other vitamin B12 preparations, having good transfer on the nervous tissue, through the methyl transfer reaction, can promote nucleic acid, protein lipid metabolism, repairing the damaged nerve tissue. In homocysteine synthetic egg ammonia acid process, it plays a role of coenzyme, especially by deoxyuridine synthesis of thymidine, promoting DNA and RNA synthesis of participation. Also in the experiment of glial cells, the drugs can improve methionine synthase activity and promote the synthesis of myelin lipids lecithin. Improving the nerve tissue metabolism, can promot axis cable and protein synthesis, make the delivery rate of the skeletal protein close to normal, maintain axonal functions. Besides mecobalamin injections can inhibit nerve tissue of abnormal impulse conduction, promoting redl blood cells mature, split, improving anemia. Mecobalamin can be quickly restored due to lack of B12 and reduce the number of rat erythrocytes, hemoglobin, hematocrit value. Used for megaloblastic red blood cell anemia and peripheral nerve disorder due to the lack of vitamin B12.
The above information is edited by the Chemicalbook Hanya.

Uses

1.It is used for the treatment of nervous system diseases, relieving pain and numbness, speeded relieving pain, improving pain caused by cervical spondylosis, treatment of sudden deafness, etc.
2.Methylcobalamin is a kind of endogenous coenzyme B12, participating in the one carbon unit cycle, playing an important role in the synthesis of methionine homocysteine methyl transfer reaction process.

Description

Methylcobalamin is an analog of vitamin B12 with diverse neurological activities. It promotes neurite outgrowth and survival in primary cerebellar granule (CGN) and dorsal root ganglion (DRG) cells and activation of ERK1/2 and Akt when used at concentrations ranging from 0.1 to 100 μM. Methylcobalamin (1 mg/kg per day) improves sensory function in a pinch test and increases toe spreading in a rat model of sciatic nerve injury. It decreases the number of atypical mitochondria in the sciatic nerve and reduces mechanical allodynia and thermal hyperalgesia induced by vincristine in a rat model of neuropathic pain. Methylcobalamin (30 mg/kg) reduces muscle weakness and forelimb contracture and increases bicep muscle weight and the number of musculocutaneous nerves in the wobbler mouse model of amyotrophic lateral sclerosis (ALS). It also enhances the recovery of compound muscle action potentials and motor end plate innervation and decreases the time to sticker removal in the sticker removal grooming test in a rat model of bicep ulnar to musculocutaneous nerve transfer.

Chemical Properties

Dark Red Crystalline Powder

Physical properties

Vitamin B12 is an octahedral cobalt complex consisting of a porphyrin-like, cobalt centered macroring (called a corrin ring or nucleus). The corrinoids are red, red orange, or yellow crystalline substances that show intense absorption spectra above 300 nm owing to the π–π transitions of the corrin nucleus. They are soluble in water and are fairly stable to heat but decompose at temperatures above ～210 °C without melting.
Vitamin B12 reacts with ascorbic acid, resulting in the reduction and subsequent degradation of the former, which releases its cobalt atom as the free ion. Cobalamins are more stable in the presence of ascorbic acid but unstable to light

Uses

One of the biologically active forms of vitamin B12; differing only by the substitution of a methyl for the cyano group. Coenzyme required in the biosynthesis of methionine. Vitamin (hematopoietic).

Uses

Histamine receptor, Alzheimer research

Definition

A vitamin B 12 analog used as an intermediate in the synthesis of methane. It is responsible for the methylation of inorganic mercury by anaerobic bacteria in bottom sediments. Through the action of methylcobalamin in an anaerobic bacteria in bottom sediments of aquatic systems, arsenic(III) is methylated to methanearsonic acid then to cacodylic acid.

Side effects

Common side effects of Mecobalamin include: vomiting, diarrhoea, nausea, headache and loss of appetite. Rarely, hypotension, hypokalaemia and thrombocytosis occur. Serious allergic reactions are rare, contact your doctor if you experience hives, difficulty breathing, swelling of the face, lips, tongue or throat, difficulty breathing.

Mecobalamin(13422-55-4)Related Product Information

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