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13422-51-0

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13422-51-0 Usage

Uses

Different sources of media describe the Uses of 13422-51-0 differently. You can refer to the following data:
1. Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate; a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic).
2. Vitamin (hematopoietic).
3. Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin(N490240) is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate (H826800); a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic).

Originator

Alpha-Redisol,MSD,US,1962

Definition

A form of vitamin B 12.

Manufacturing Process

A solution containing 26.3 mg of vitamin B12 in 15 ml of water was shaken with 78 mg of platinum oxide catalyst and hydrogen gas under substantially atmospheric pressure at 25°C for 20 hours. Hydrogen was absorbed. During the absorption of hydrogen the color of the solution changed from red to brown. The solution was separated from the catalyst and evaporated to dryness in vacuo. The residue was then dissolved in 1 ml of water and then diluted with about 6 ml of acetone. After standing for several hours a small amount of precipitate (about 2 to 3 mg) was formed and was then separated from the solution. This solution was diluted with an additional 2 ml of acetone and again allowed to stand for several hours. During this time about 4 to 5 mg of noncrystalline precipitate formed. This solid was separated from the solution and an additional 2 ml of acetone was added to the solution. On standing, vitamin B12a began to crystallize in the form of red needles. After standing for 24 hours, the crystalline material was separated, yield 12 mg. By further dilution of the mother liquor with acetone additional crystalline precipitate formed (from US Patent 2,738,302).

Therapeutic Function

Hematopoietic vitamin

Check Digit Verification of cas no

The CAS Registry Mumber 13422-51-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,4,2 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 13422-51:
(7*1)+(6*3)+(5*4)+(4*2)+(3*2)+(2*5)+(1*1)=70
70 % 10 = 0
So 13422-51-0 is a valid CAS Registry Number.
InChI:InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-40-41(21-30(29)2)75(28-70-40)56-52(84)53(42(27-76)87-56)89-90(85,86)88-31(3)26-69-49(83)19-15-36-50-32(4)54-58(6,7)34(12-16-43(63)77)38(71-54)22-39-35(13-17-44(64)78)59(8,23-46(66)80)55(72-39)33(5)51-37(14-18-45(65)79)61(10,25-48(68)82)62(11,74-51)57(73-50)60(36,9)24-47(67)81;;/h20-22,28,31,34-37,42,52-53,56-57,76,84H,12-19,23-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3

13422-51-0 Well-known Company Product Price

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  • Sigma-Aldrich

  • (H1428000)  Hydroxocobalamin  European Pharmacopoeia (EP) Reference Standard

  • 13422-51-0

  • H1428000

  • 1,880.19CNY

  • Detail

13422-51-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name hydroxocobalamin

1.2 Other means of identification

Product number -
Other names Hydroxocobalamin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13422-51-0 SDS

13422-51-0Synthetic route

aquocob(III)alamine

aquocob(III)alamine

sodium hydroxide
1310-73-2

sodium hydroxide

hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

Conditions
ConditionsYield
In water vitamin B12a reacted with NaOH in H2O;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

water-d2
7789-20-0

water-d2

acetylene
74-86-2

acetylene

vinylcobalamin-d3

vinylcobalamin-d3

Conditions
ConditionsYield
With titanium (III) citrate In water-d2 Schlenk technique; C2H2 was allowed to equilibrate for 4 h under Tris buffer in D2O (pD 9.4) and soln. of Ti(III) citrate in D2O; Co complex wasreacted with Ti(III) citrate (60 equiv.) in Tris buffer in D2O and inje cted; soln. was stirred for 1 h; extd. (phenol/CH2Cl2, 1/1); phenol extracts washed (distd. H2O); dild. with 1-butanol/CH2Cl2 (1/1); extd. (distd. H2O); lyophilized; dissolved in ammonium acetate buffer (pH 4); chromd. (buffer/MeCN, 95/5 to 70/30);85%
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

water
7732-18-5

water

aquocob(III)alamine

aquocob(III)alamine

Conditions
ConditionsYield
With acetate or citrate buffer or aq. HClO4 In not given (N2); dissolving hydroxocobalamin in buffer or aq. HClO4;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

9-(2-chloroethyl)adenine
19255-48-2

9-(2-chloroethyl)adenine

(adenylethyl)cobalamine
59209-78-8

(adenylethyl)cobalamine

Conditions
ConditionsYield
With NaBH4 In ethanol; water Soln. of NaBH4 in water was added to a soln. of hydroxocobalamine in water and 9-(2-chloroethyl)adenine in ethanol, mixt. was stirred for 30 min under N2;; excess NaBH4 was quenched with acetone, excess of the ligand was filtered; soln. was desalted on an Amberlite XAD-2 column; product was purified with a SP-Sephadex column, eluent - H2O; eluate was concd., product was pptd. by addn. of acetone;;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

9-(3-chloropropyl)-9H-purin-6-amine
19255-49-3

9-(3-chloropropyl)-9H-purin-6-amine

(adenylpropyl)cobalamine
34502-77-7

(adenylpropyl)cobalamine

Conditions
ConditionsYield
With NaBH4 In ethanol; water Soln. of NaBH4 in water was added to a soln. of hydroxocobalamine in water and 9-(3-chloropropyl)adenine in ethanol, mixt. was stirred for 30 min under N2;; excess NaBH4 was quenched with acetone, excess of the ligand was filtered; soln. was desalted on an Amberlite XAD-2 column; product was purified with a SP-Sephadex column, eluent - H2O; eluate was concd., product was pptd. by addn. of acetone;;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

N9-(4-chlorobutyl)adenine
69293-19-2

N9-(4-chlorobutyl)adenine

(adehylbutyl)cobalamine
21806-90-6

(adehylbutyl)cobalamine

Conditions
ConditionsYield
With NaBH4 In ethanol; water Soln. of NaBH4 in water was added to a soln. of hydroxocobalamine in water and 9-(4-chlorobutyl)adenine in ethanol, mixt. was stirred for 30 min under N2;; excess NaBH4 was quenched with acetone, excess of the ligand was filtered; soln. was desalted on an Amberlite XAD-2 column; product was purified with a SP-Sephadex column, eluent - H2O; eluate was concd., product was pptd. by addn. of acetone;;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

N9-(5-chloropentyl)adenine
53359-09-4

N9-(5-chloropentyl)adenine

(adenylpentyl)cobalamine
56226-23-4

(adenylpentyl)cobalamine

Conditions
ConditionsYield
With NaBH4 In ethanol; water Soln. of NaBH4 in water was added to a soln. of hydroxocobalamine in water and 9-(5-chloropentyl)adenine in ethanol, mixt. was stirred for 30 min under N2;; excess NaBH4 was quenched with acetone, excess of the ligand was filtered; soln. was desalted on an Amberlite XAD-2 column; product was purified with a SP-Sephadex column, eluent - H2O; eluate was concd., product was pptd. by addn. of acetone;;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

4-bromo-but-1-ene-2,3-dicarboxylic acid
56575-56-5

4-bromo-but-1-ene-2,3-dicarboxylic acid

Co(C19H6N4(CH3)8(C2H4C(O)NH2)3(CH2C(O)NH2)3(C2H4C(O)NHC2H3(CH3)PO4(C4H4O(CH2OH)(OH)(C7H3N2(CH3)2))))(CH2CH(COOH)2CCH2)

Co(C19H6N4(CH3)8(C2H4C(O)NH2)3(CH2C(O)NH2)3(C2H4C(O)NHC2H3(CH3)PO4(C4H4O(CH2OH)(OH)(C7H3N2(CH3)2))))(CH2CH(COOH)2CCH2)

Conditions
ConditionsYield
With zinc In methanol complex reduced with Zn dust in anaerobic MeOH contg. 10% NH4I in a centrifuge tube, injection of soln. of organic compd.;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

dimethyl β-bromomethylitaconate
56575-59-8

dimethyl β-bromomethylitaconate

Co(C19H6N4(CH3)8(C2H4C(O)NH2)3(CH2C(O)NH2)3(C2H4C(O)NHC2H3(CH3)PO4(C4H4O(CH2OH)(OH)(C7H3N2(CH3)2))))(CH2CH(COOCH3)2CCH2)

Co(C19H6N4(CH3)8(C2H4C(O)NH2)3(CH2C(O)NH2)3(C2H4C(O)NHC2H3(CH3)PO4(C4H4O(CH2OH)(OH)(C7H3N2(CH3)2))))(CH2CH(COOCH3)2CCH2)

Conditions
ConditionsYield
With zinc In methanol complex reduced with Zn dust in anaerobic MeOH contg. 10% NH4I in a centrifuge tube, injection of organic compd.;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

chloroacetylene
593-63-5

chloroacetylene

cis-chlorovinylcobalamin

cis-chlorovinylcobalamin

Conditions
ConditionsYield
With NaBH4; Co nitrate In water Schlenk technique; aq. soln. of NaBH4 was added to aq. soln. of hydroxocobalamin, Co nitrate under Ar; ClCCH was distd. at 25°C for 2 h; extd. (phenol/CH2Cl2, 1/1); phenol extracts washed (distd. H2O); dild. with 1-butanol/CH2Cl2 (1/1); extd. (distd. H2O); lyophilized; dissolved in ammonium acetate buffer (pH 4); chromd. (Vydec C18 protein and peptidecolumn; buffer/MeCN, 95/5 to 70/30);
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

acetylene
74-86-2

acetylene

vinylcobalamin

vinylcobalamin

Conditions
ConditionsYield
With NaBH4; Co nitrate In water Schlenk technique; aq. soln. of NaBH4 was added to aq. soln. of hydroxocobalamin, Co nitrate under Ar; HCCH was added at 25°C for 2 h; extd. (phenol/CH2Cl2, 1/1); phenol extracts washed (distd. H2O); dild. with 1-butanol/CH2Cl2 (1/1); extd. (distd. H2O); lyophilized; dissolved in ammonium acetate buffer (pH 4); chromd. (Vydec C18 protein and peptidecolumn; buffer/MeCN, 95/5 to 70/30);
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

(Z)-1-{N-methyl-N-[6-(N-methylammoniohexyl)amino]}diazen-1-ium-1,2-diolate

(Z)-1-{N-methyl-N-[6-(N-methylammoniohexyl)amino]}diazen-1-ium-1,2-diolate

nitrosylcobalamin

nitrosylcobalamin

Conditions
ConditionsYield
In H2O Co complex react. with (CH3NH2C6H12)N(CH3)N(O)NO(1+) at 25°C. (pH=10.8);
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

1-(N,N-diethylamino)-diazen-1-ium-1,2-dienolate

1-(N,N-diethylamino)-diazen-1-ium-1,2-dienolate

nitrosylcobalamin

nitrosylcobalamin

Conditions
ConditionsYield
In H2O byproducts: N-nitrosodiethylamine; Co complex react. with 1.2 equiv. of (C2H5)2NN(O)NO(1-) at 25°C. in alkaline soln.;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

A

cob(II)alamine

cob(II)alamine

C62H88CoN13O16PS

C62H88CoN13O16PS

Conditions
ConditionsYield
With sodium dithionite; ascorbic acid In water at 25℃; Kinetics; Acidic conditions;
hydroxocob(III)alamin
13422-51-0

hydroxocob(III)alamin

C62H88CoN13O16PS

C62H88CoN13O16PS

Conditions
ConditionsYield
With sodium dithionite; sodium hydroxide In water at 25℃; Kinetics;

13422-51-0Relevant articles and documents

Sterically Induced, Spontaneous Co-C Bond Homolysis and β-Elimination Reactions of Primary and Secondary Organocobalamins

Schrauzer, Gerhard N.,Grate, John H.

, p. 541 - 546 (1981)

Sterically hindered secondary alkylcobalamins carrying hydrogen in the β-position decompose in neutral aqueous solutions spontaneously by way of β-elimination.The cleavage of the Co-C bond in these compounds is caused by "upward" distortions of the corrin

Cobalamins and the spectrochemical series

Chemaly, Susan M.

, p. 5766 - 5773 (2008)

UV-visible-NIR spectra of a variety of cobalamins were run in water and methanol. A broad absorption band (band A) with extinction coefficients of about an order of magnitude less than those of the αβ bands was found in the red and NIR regions for Cl-cobalamin (Cl-cbl), Br-cbl, I-cbl, SC(NH 2)2-cbl+ and SeCN-cbl. OCrO3- cbl-, which also has a broad absorption band in the NIR was prepared for the first time. After deconvolution, similar broad bands were seen in the visible region for many other cobalamins. The wavelengths for band A placed the cobalamins in an order similar to the spectrochemical series but different from that of the αβ and γ bands (π-π* transitions), which follow the nephelauxetic series. Band A was ascribed to a ligand-to-metal charge transfer (LMCT) transition from a π orbital in the corrin ring to Co(iii). This is the first systematic study of LMCT bands in cobalamins.

Thermal Decomposition and Cobalt-Carbon Bond Dissociation Energies of Organocobalamins: Neopentyl-, (Cyclopentylmethyl)-, (Cyclohexylmethyl)-, (Tetrahydrofurfuryl)- and ((Tetrahydro-2H-pyryl)methyl)cobalamin

Kim, Sook-Hui,Chen, Hui Lan,Feilchenfeld, Natalie,Halpern, Jack

, p. 3120 - 3126 (2007/10/02)

The title compounds were prepared and characterized and their thermal decomposition reactions were studied in aqueous solutions of varying pH and containing varying concentrations of cob(II)alamin (B12) and of bis(dimethylglyoximato)cobalt(II), .

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